Author Topic: MMDA  (Read 820 times)

NeilPatrickHarris

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MMDA
« on: January 05, 2011, 04:41:59 AM »
I'm on a quest for a specific type of psychedelic.  I want a psychedelic that is recreational and fun, preferably not too stimulating, preferably relaxing or euphoric, appreciable visuals (whether it is CEV or OEV or both), all while being fairly easy on the ego with not too much mindfuck.  I have never done 2C-B or MMDA but after much reading, those two are the ones topping my list as potential candidates.  I considered DMMDA-2 and other MMDA configurations but they don't sound appealing.  I've read Antibody2's work on DMMDA-2 and DMMDMA-2, neither of which sounded too worthwhile.  DMMDA-2 sounded entirely too stimulating for my preference with no major hallucinogen role to it; this in conjunction with strange bodily sensations means I'd rather stay away from this one.  DMMDMA-2's dose is so high that it's almost inactive.  Antibody2's thread can be found on your local hive archives at "hiveboard/methods/000250280.html".  MMDA3a & MMDA3b - No info on these outside of PIHKAL.  Per PIHKAL it sounded like MMDA3a had marked stimulation and tremors.  LSD is far outside of my abilities and too risky.  Growing mushrooms is easy enough, but I don't particularly like mushrooms.  Mescaline is a favorite of mine but it's very stimulating, it's a heavy experience that must be prepared for and not taken for fun, it's a tool for self healing not a toy.  I'm looking for a toy to play with.  I've taken 2C-I a few times, it was recreational, perhaps a little too stimulating for me though.  I got some "mind movies" from 2C-I which were very enjoyable, however everytime I took 2C-I it seemed to cause uncomfortable anxiety, my friends that I took it with noted the same.  The anxiety was easy to overlook and nowhere near producing a bad trip, I did have fun on it but 2C-I wasn't something I really enjoyed all that much.  I think it was the uncomfortable stimulating bodyload of 2C-I that caused the anxiety.  Perhaps 2C-B won't have that anxiety and will be more euphoric and fit the bill for what I'm looking for.  If anyone has any experience or even second-hand information on MMDA experiences or synth procedures, please reply.

First there is Iudexk's really old "OTC" Synth for MMDA.  It uses RP/I so it being classified as "OTC" is obviously far out of date.  I'd consider this route useless: h**p://www.lycaeum.org/rhodium/chemistry/mmda.html

Another option is the halosafrole route, just substitute safrole for a molar amount of myristicin.  Instead of doing the "pipe bomb" method, one could use iodination per Jon's route instead.

In his write-up for MDP2P Oxime reduction to MDA, Antibody2 said "It should also be noted that the following solvent/redxn system was sucessfully employed in the manufacture of MMDA and DMMDA but in lower yeilds, 10% and 50% respectively. It failed repeatedly with DMMDA-2 altogether."  However I have not seen any procedures for oxidation of myristicin, or perhaps oxidation of iso-myristicin via peracid?

Sedit

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Re: MMDA
« Reply #1 on: January 05, 2011, 06:41:20 AM »
Look into Quantum dudes process going from Vanillin posted on the site here.

The pros of this are that Vanillin is so cheep and each step is high yeilding enough that after a small amount of work a large amount of precursors could be had. Not to mention in the end you have a choice between Mescline or MMDA. I find it hard to think you will be able to aquire Myristicin anyware near as cheep as you will thru this process.

The cons are the avalibility of Nitroethane although I may be able to help you there if you like. However I am starting to wounder if the Nitrostyrenes formed by the condensation of NitroMethane can be methylated with one of the various Methylating reagents directed for Olefins. If that works you would be left with the Nitropropane to proceed from to an amine.
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akcom

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Re: MMDA
« Reply #2 on: January 05, 2011, 07:47:58 AM »
The nitroethane route looks to me like a cunt and half.  Going from vanillin requires methylene bromide.  Have fun making that.

As for mystiricin...

Halogenation of the alkane shouldn't be hard.  Apparently jon's method works well.  brominate, finklestein, aminate with NH3.

Alternatively, you could probably go the wacker route, followed by the leukart, although obviously I have no idea what yields would be, or if its even feasible.

Re: vanillin.  You have balance work with cost.  Sure vanillin cost less.  What is that synthesis? 7 or 8 steps?  FTS.
« Last Edit: January 05, 2011, 08:12:20 AM by akcom »

jon

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Re: MMDA
« Reply #3 on: January 05, 2011, 09:31:42 AM »
look into parsely oil sometimes it is 60-70% myristicin or others it's apiole it depends on origin either way you get a nice suprize sometimes it gives fuckall of either its a roll of the dice and expensive too but more convenient.

meme

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Parsley seed essential oil
« Reply #4 on: January 05, 2011, 11:00:10 AM »
Info taken from a vendors page.

Myristicin content 9-30%
Apiole content 30-50%
33.3 oz $75

Even with the lower end myristin content of 9% its only $25/oz.  Expensive enough, but I wouldn't complain.  I would be most parsley seed oil would have more myristicin than this product, anyway.

NeilPatrickHarris

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Re: MMDA
« Reply #5 on: January 05, 2011, 11:41:52 AM »
Yeah i read QD's thread and more specifically read this also h**p://www.erowid.org/archive/rhodium/chemistry/mmda.mescaline.html  but that's a lot of intermediary compounds, plus nitroethane, DMF, LAH (perhaps a different reducing agent can be used).

i'd rather stick with myristicin, in which case "old faithful" would be jon's method.  there literally isn't any other talk on the hive aside from the RP/I and halogenation routes.  i think that Antibody2 tried a different route because of what he said during his oxime>>MDA thread about how it works with MMDA and DMMDA.  he would've used either the wacker or peracid, then made the oxime and the AcOH Al/Hg to reduce the oxime.  but aside from that speculation i just made there aren't any reports of bees trying that out.  MMDA definitely sounds worthwhile.

Sedit

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Re: MMDA
« Reply #6 on: January 05, 2011, 01:57:50 PM »
Just a responce to a few common concerns expressed in Akcoms post.

The nitroethane route looks to me like a cunt and half.  Going from vanillin requires methylene bromide.  Have fun making that.
Honestly I would have fun making that, Dichloromethane and NaBr refluxed in acetone is in all honesty my idea of a good time.

Halogenation of the alkane shouldn't be hard.  Apparently jon's method works well.  brominate, finklestein, aminate with NH3.

Please all keep in mind without labwork, suggesting Jons bromosafrole as not to hard is jumping the gun a bit. Countless bees have attempted it, many of our best bees who you can assure where following patents and not writeups, and all have ended with curse words and low yeilds at a time when Safrole was flowing like the Nile river. The bromoalkane routes where well documented at the hive and in patents and the reason it is not in use today is because the yeilds where shitty when they produced at all. Im not saying its not possible but that brings me to my next reply,

Re: vanillin.  You have balance work with cost.  Sure vanillin cost less.  What is that synthesis? 7 or 8 steps?  FTS.

Its obvious that everyone is counting steps are arbitrary numbers instead of looking at what each step entails. They see bromination methods as a simple couple step synthesis and they see vanillin as a long complicated synthesis because its to many steps. In the end what it boils down to is simplicity and yeilds and Im pretty convinced that you would get both using Vanillin over Myristicin. Perhaps before comming to a conclusion everyone should wait and see how Salutes bromomolkane to amine pans out then decide.
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salat

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Re: MMDA
« Reply #7 on: January 05, 2011, 03:46:25 PM »
Quote
Jons bromosafrole ... all have ended with curse words and low yeilds

Actually as I understand it jon doesn't use bromosafrole - he converts it to iodosafrole which is a different reaction entiredly than the bromo route.

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akcom

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Re: MMDA
« Reply #8 on: January 05, 2011, 03:59:36 PM »
And now, my response to Sedit lol
Quote
Honestly I would have fun making that, Dichloromethane and NaBr refluxed in acetone is in all honesty my idea of a good time.
If you're idea of fun involves alkylating mutagens in a reflux apparatus then we just have different ideas of fun.  Like NPH said, you still need EtNO2, DMF, picric acic and LAH or another suitable strong reducing agent.  Good luck with those as well.  Just as aside, from what I understand the CH2Cl2 -> CH2Br2 reaction is quite finicky

Quote
Please all keep in mind without labwork, suggesting Jons bromosafrole as not to hard is jumping the gun a bit. Countless bees have attempted it, many of our best bees who you can assure where following patents and not writeups, and all have ended with curse words and low yeilds at a time when Safrole was flowing like the Nile river. The bromoalkane routes where well documented at the hive and in patents and the reason it is not in use today is because the yeilds where shitty when they produced at all. Im not saying its not possible but that brings me to my next reply,
All very true, but jon seems to know his shit.  Either he's one of the best BS'ers around (possible) or he's right on the money (more likely).  Besides, patents can and have been very misleading in the past.  http://127.0.0.1/rhodium/Rhodium/chemistry/halosafrole.txt good yields to bromo using essentially jons writeup except for premade HBr. I'll have more to say on this soon.

Quote
Its obvious that everyone is counting steps are arbitrary numbers instead of looking at what each step entails. They see bromination methods as a simple couple step synthesis and they see vanillin as a long complicated synthesis because its to many steps. In the end what it boils down to is simplicity and yeilds and Im pretty convinced that you would get both using Vanillin over Myristicin
I can only assume that with the vanillin route you're referring to Osmium & Rhodium's writeup.
That Vanillin route provides two yield killing steps: formation of the nitrocompound at ~52% w/w and the production of 5-hydroxyvanillin at 68%/60% depending on the route.  That's a 31% yield ignoring your mechanical losses and 5 other steps.
Each step entails labor.  A lot of labor.  Setting up glassware, breaking down glassware, cleaning glassware, extractions, etc.  That's a very time intensive process.  It's neither simple nor high yielding.

Anyway, I wouldn't suggest the bromo reaction with myristicin considering the precursor isn't cheap as dirt unless you already had the technique down.  As others have noted it seems pretty temperamental to reaction parameters and work up.  My money would be on wacker + leukart.  2 steps, decent yields
« Last Edit: January 05, 2011, 05:06:18 PM by akcom »

NeilPatrickHarris

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Re: MMDA
« Reply #9 on: January 05, 2011, 04:34:07 PM »
here are some random goodies i dug up from the hive:

myristicin ketone and oxime's mp.  this post has a write-up for the preparation of 2,3-dimethoxy-4,5-methylenedioxyphenylacetone from isodillapiole, i would imagine isomyristicin could substitute in place of isodillapiole
Quote from: rhodium
I found these references for the myristicin ketone mp:

55°C (from H2O) Scandola; AANLAW; Atti Accad.Naz.Lincei Cl.Sci.Fis.Mat.Nat.Rend.; <5> 21 I; 1912; 49.
(prepared from either isomyristicin dibromide or from beta-nitro-isomyristicin)

49-50°C Takeya, Tetsuya; Okubo, Toru; Nishida, Shoichi; Tobinaga, Seisho; Chem.Pharm.Bull. 33(9), 3599-3607 (1985)
(prepared by Fe/HCl reduction of beta-nitro-isomyristicin)

The oxime is described as prisms, mp 111-112°C (from petroleum ether), referencing Scandola above.
^ hiveboard/chemistrydiscourse/000476034.html

Myristicin glycol
Quote
Myristicin Glycol (2,3-Dihydroxy-3-methoxy-4,5-methylenedioxypropylbenzene)

To a mixture of myristicin (7.5 ml), water (500 ml), and crushed ice (500 g), were added potassium hydroxide (1.5 g) and then powdered potassium permanganate (11 g) in small portions with continual shaking. After completion of the reaction (10 minutes) the liquid was filtered, filtrate and residue extracted with chloroform, and the extracts dried and distilled, leaving an oil which solidified on standing (1.5 g). The glycol was crystallised twice from benzene and obtained in spherulitic bunches of fine needles, mp 90-91°C. The substance gave a large depression of the mp when mixed with croweacin glycol, mp 91°C.
^ hiveboard/novel/000458693.html

and last but not least, you have Pugsley saying that MMDMA is worthwhile in this thread h**ps://the-collective.ws/forum/index.php?topic=21605.0 one could oxidize to the ketone (maybe traditional peracid or wacker methods would work here), then reduce via nitro al/hg, treat it exactly like safrole>>mdma.  i seem to recall AB2 saying in one of his oxime al/hg reductions that the reaction turned red and he was never able to figure out why, i can't remember which ketone he was using whether it was 3-methoxy-4,5-methylenedioxyphenylacetone or a different, but similar, ketone.  i'll dig it up if anyone is interested in reading it.
« Last Edit: January 05, 2011, 08:23:05 PM by NeilPatrickHarris »

Oerlikon

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Re: MMDA
« Reply #10 on: January 06, 2011, 01:23:35 AM »
Quote
I'm on a quest for a specific type of psychedelic.  I want a psychedelic that is recreational and fun, preferably not too stimulating, preferably relaxing or euphoric, appreciable visuals (whether it is CEV or OEV or both), all while being fairly easy on the ego with not too much mindfuck.

Trying to get psychedelic w/o some mindfuck is like trying to find hooker with healthy hymen! ;D

Low dose of 2C-T-7 is exactly what are you trying to find,read some reports on that...

You really might consider MMDMA,it's pretty unique thing!

Following same rout as safrole->MDMA to get myristicin->MMDMA works great.
Only problem is to get Myristicin,SWIM uses French parsley seed oil and it's
pretty high in myristicin! All I can say about that for now,I plan to confirm that by experiment.
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NeilPatrickHarris

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Re: MMDA
« Reply #11 on: January 06, 2011, 11:30:50 PM »
Oerlikon you're right, i've made this entirely too complicated.  just treat the myristicin exactly as you would safrole and you'll get MMDA it seems.  workups may differ because i think 3-methoxy-4,5-methylenedioxyphenylacetone is a solid at room temp.  but i don't see any reason why you couldn't just halogenate, or wacker, or peracid, to get to the desired route.  the only concern i have with the reduction is that the oxime will reduce to the hydroxylamphetamine prior to the primary amphetamine and there is absolutely zero information out there on MMDOH, one would just hope it reduces to MMDA as its supposed to.  on paper it's very sound advice that any route from safrole to MDA would work just fine for myristicin to MMDA, but in real life you never know until you try.  one of the intermediary compounds could be acid sensitive, drastic changes in solubility of the intermediary compounds, etc, who knows.

here's an excerpt from Otto Snow's Love Drugs book, he's comparing oil from the fruit of Parsley from different regions:
Quote
The difference between the French and German oils appears to be that whilst both contain a small amount of l-pinene, the French contains much myristicin, a small amount of apiole, and some 2-, 3-, 4-, 5-methoxy 1-allyl benzene. The German, so far as is known, contains none of the last-named, and only a little myristicin, but a large proportion of apiole. It is to be regretted that no examination has yet been made of the constituents of English fruit.
don't forget to save the apiole fraction and use it for DMMDA =)   there's no telling with myristicin content of parsley oil, it's just a crapshoot it seems.  nutmeg seems to have more consistent yields but they are crap (4-8% w/w myristicin in nutmeg according to what i've been reading)

from the very little out there on MMDA it seems that it's probably one of the most sedating amphetamines you'll ever come across.  i'd like to mix MMDA with MDA to achieve a middle-of-the-ground (not sedating, not too stimulating) euphoric, visual experience.  i'd expect the MMDA/MDA combo to be like a more psychedelic, less empathic version of MDMA.  it's got my attention

jon

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Re: MMDA
« Reply #12 on: January 06, 2011, 11:37:54 PM »
the french seem to like mmdma 2-methoxy-3,4-methylenedioxymethamphetamine.
according to wikipedia
and mmda is like mda with all the tactile fun and sensory enhancement without the jarring stimulant effect it might be worthwhile.

Oerlikon

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Re: MMDA
« Reply #13 on: January 07, 2011, 01:30:25 AM »
NPH forget oxime route!
From all,allmost 100% sure and simple ones you choose route that
is most sensitive,hardest to perform and gives something unpredictable!?
Jsut forget oxime and stick with other methods.

Myristicin is liquid at r.t.,even if it sometimes solidifies it is probably ultra soluble like GAA
and since we do our experiments in solvents,who gives a f..k! :D
Jon might tell you more on which solvent to use.

I think that jon's bromination probably works,but then I saw this:
http://chestofbooks.com/health/aromatherapy/The-Volatile-Oils-Vol1/Myristicin.html

In short,in reaction with Br2 it gives dibrommyristicindibromide and
this compound has m.p. of 130°C,that means it might be isolated from mixture of
oils w/o distillation but I am not smart enough to figure out exact route!

Other info on this page might be handy to someone with more skill and knowledge!
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Sedit

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Re: MMDA
« Reply #14 on: January 07, 2011, 02:38:21 AM »
If the dibromo derivative has that high a melting point then there may be the possibility of forming the chlorohydrine here and achieve a simular boiling point. The upside is the Chlorohydrine can be converted to the ketone.

Alkenes, in the presense of -OCl, form the Chlorohydrine. Treatment with a base yeild an epoxide.
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jon

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Re: MMDA
« Reply #15 on: January 07, 2011, 02:41:27 AM »
you would also brominate everything else with a double bond and considering the aromatic systems are activated probably brominate some of the rings too.
i would distill that mess.
With bromine it yields dibrommyristicindibromide,

that means it gets ring brominated too

Sedit

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Re: MMDA
« Reply #16 on: January 07, 2011, 02:56:06 AM »
You wont get ring bromination because there is no catalyst present or UV light. These are the two conditions needed to add halogen to a ring struture.


Read below, 87% yeilds of Epoxide in two hour on propenylbenzene using NaOCl and KBr.
« Last Edit: January 07, 2011, 03:01:17 AM by Sedit »
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NeilPatrickHarris

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Re: MMDA
« Reply #17 on: January 07, 2011, 03:16:25 AM »
NPH forget oxime route!
From all,allmost 100% sure and simple ones you choose route that
is most sensitive,hardest to perform and gives something unpredictable!?
Jsut forget oxime and stick with other methods.

yeah that's very true, but if the kinks can be worked out then that would be the preferable route for me, because i already have all the reagents on hand no need to acquire anything new.  if jon's procedure works then i'd be up for giving that a shot, otherwise i'm not left with many other options.  i don't have access to formic acid for the leuckart plus i've always heard that the leuckart is so finicky that it might be more aggravating of a route than oximes.  i could be wrong, that's just what i remember from things i've read in the past

Oerlikon

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Re: MMDA
« Reply #18 on: January 07, 2011, 03:45:40 AM »
Leuckart is pesky too,I would first practice with some less expensive similar alkene...

Try jon's method (it works) or good ol' wacker oxidation.

You can make p-benzoquinone following "my" method
(search for it on the forum) from hydroquinone.
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NeilPatrickHarris

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Re: MMDA
« Reply #19 on: January 09, 2011, 04:39:47 AM »
you know how bees always recommend using anethole as "practice" so as not to waste precious safrole?  i've heard lots of bees make that recommendation, then recommend flushing the product of course.  likewise, in conversation it is brought up that anethole or asasrone are easily substituted in any safrole reaction to yield their amphetamine derivatives.  i find it strange that nobody recommends any of the other essential oils that seem to be able to follow suite and directly plug into any safrole synth as well to reach their amphetamine derivatives also, essential oils like myristicin, apiole, dillapiole to name a few.

there has also been interest expressed in MMDA by others in the past as well.  posts on the hive, WD, hyperlab, etc, sometimes bring up MMDA and the talk revolves around the RP/I or halogenation routes.  these conversations never really pick up steam.  i find it strange that a novel compound like MMDA that sounds very promising has never been attempted (or at least if they did, it was never posted), since it's such an easy synth (same as mdma).  yet PMA and TMA-2, two much lesser compounds (yes i know i shouldn't group TMA-2 with that piece of crap PMA), have gotten the focus of attention and have been tried by numerous bees.  apiole for DMMDA is another promising one that has been completely overlooked, nobody has given it any actual effort.  PMA and TMA-2 and both very do-able for anyone with MDMA experience but why do those 2 seem to be the ones that are chosen for the next experience instead of MMDA or DMMDA?  granted myristicin is hard to get in large portions, it would require a lot of fractional distillation, but that's not all that difficult.

has anyone else noticed that or wondered that same thing?  certainly MMDA and DMMDA are more worthwhile than PMA and TMA-2 yet the latter 2 is what most bees attempt as the next experiment.