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Author Topic: 1-Phenyl-2-Propanone synthesis Overview.  (Read 2143 times)

Sedit

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1-Phenyl-2-Propanone synthesis Overview.
« on: May 14, 2009, 09:10:20 PM »


A1: 2mol Cl2 / hv
B1: MnO2 / H2SO4
  2: V2O5/ vapor phase
  3: Mn(IV) / 60%H2SO4
C1: 1mol Cl2/ hv
D1: NaCN
E1: HCl hydrolysis
F1: MEK / (anhy)HCl
G1: H2SO4 reflux
H1: Pb(AcO)2
I1:  AcOH/Sodium perborate


After some discussion with V16 I decided to start an overview of the routes one can take from common starting materials. First up is toluene as a common starting material because its something that I have reseached extensivly in the past. What I have presented here is by no means a total overview since I have excluded grignard reagents and a few other synthesis that are not as easy to partake in as the ones posted are and a few that I do not fully understand at the moment enough to discuss.

There are so many means to an end I fail to understand why majority of people take the most complicated, time consuming, and expensive means of all by extracting 20 boxes of pills and then hunting for Iodine, and scraping the backs of sometimes over 10,000 books of matchs to yeild maybe an ounce of product.

I will post more methodes from other common materials as time permits.
« Last Edit: April 26, 2011, 07:19:20 AM by Vesp »
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Vesp

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #1 on: May 14, 2009, 09:42:31 PM »
Very interesting! I didn't realize that was the structure of MPB. That must be a pretty bizarre reaction.
Also if you have access to them, anhydrous aluminum chloride, and likely any other strong Lewis acid, with chloroacetone and benzene will produce P2P as well.
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Sedit

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #2 on: May 15, 2009, 02:43:06 AM »
Im pretty sure thats it I maybe wrong though( if so someone correct me please)

Yes the Benzene synthesis is also a well known one as are many means going from benzene to BzO. There are just so many ways that this could be made that I fail to understand the restrictions that are put in place on substances. At best they could only work for a few years at a time before something new comes along. Those that know better won't wait more then five minutes to find a way around the next restriction. What exactly is this a war against? Drugs or chemist?
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Vesp

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #3 on: May 15, 2009, 03:55:37 AM »
Liberty :-[
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Sedit

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #4 on: May 15, 2009, 05:33:57 AM »
Must be because you sure as fuck can't stop the drugs, they will come from other places. You can't stop the real chemist because carbon has to many uses. They stoped MDMA by making it cost to much to make.... now they bitch about the meth problem.... Let them make E and you wont have as big a meth problem.

Heres your problem mother fuckers, Im still here, and no matter what I will make damn sure your wasting your time and tax payers money...

Sorry Sedits having a really bad day but none the least ..... Fuck prohibition, gimme back my Hobby.
There once were some bees and you took all there stuff!
You pissed off the wasp now enough is enough!!!

Douchermann

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #5 on: May 15, 2009, 06:39:11 AM »
MPB is a cool ass procedure and intensely OTC/easy.  Don't forget benzaldehyde and nitroethane.  Nitroethane is still buyable if you know where to find it, and it is still possible to make it, we're just not going about it the right way ;). 

Vesp

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #6 on: May 16, 2009, 03:46:17 AM »
Yeah alanine or aspartic acid should work with KMnO4 oxidation  followed with decarboxylation.
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xxx

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #7 on: May 16, 2009, 01:01:53 PM »
I spent hours looking for an Ethane synth, found one but due to a typo its fer Ethene :(. I want to create nitroethane and hopefully will crack the problem soon, given time.

Vesp

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #8 on: May 16, 2009, 11:57:40 PM »
I really think the amino acid methods would probably be the best bet, it just needs a little bit of refining. I wish I could easily buy aspartic acid or alanine with out ordering it offline.
I assume aspartame isn't worth messing with considering purity, price, and all that jazz.
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delic

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #9 on: May 21, 2009, 04:21:05 PM »
Quote from: sedit on May 15, 2009, 05:33:57 AM
They stoped MDMA by making it cost to much to make.... now they bitch about the meth problem.... Let them make E and you wont have as big a meth problem.
They don't want to win - just to play.

I think this shows the correct product of BzO + MEK:

Sedit

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #10 on: May 21, 2009, 08:38:10 PM »
Thats the one Delic thankyou. I found it the other day but never got around to fixing it. Maybe when I get back later ill fix the first picture.
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2bfrank

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #11 on: May 22, 2009, 11:34:48 PM »
Quote from: Hex on May 16, 2009, 01:01:53 PM
I spent hours looking for an Ethane synth, found one but due to a typo its fer Ethene :(. I want to create nitroethane and hopefully will crack the problem soon, given time.


Oxone with Oximes looks OxyAOK.

2bfrank

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #12 on: May 23, 2009, 12:03:44 AM »
Just wondering, if anyone has done the alpha-bromopropanoic acid route: US patent 4319059.


Re: reacting alpha-bromopropanoic acid with sodium nitrite with a Mg2+ ion ( Magnesium sulfate should work) in DMSO at room temp/stirring for up to 24hr and then neutrilizing with HCl(aq) - or words to that affect. The yields stated are impressive, but patents can be misleading to say the least.

I myself have not, as I would have to make the HBr (47%) with alanine etc to make the above stated alkanoic. I just haven't had the time to put into this, and thought of using 2 - chloropropanoic acid instead. It is obviously more OTC hence cheaper, and less time consuming, and allthough chloro is not as good at leaving compared to Br, it should react with perhaps a lower yield. Perhaps I haven't given this as much thought as I should, but it appears doable. Anyone tried this, or better still have a friend who has. My friend is at extracting the chloropropanoic state and he will try the above reaction and post yields.

Douchermann

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #13 on: May 24, 2009, 06:46:01 AM »
Hmmm, how well does HCl produce the chloropropanoic acid? I can't imagine it would do all too well, but I've definitely been wrong before.  Let us know how that goes, and what kind of yeilds (from alanine) are seen for producing the chloropropanoic acid.

2bfrank

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #14 on: May 24, 2009, 08:58:00 AM »
Organic Syntheses, Coll. Vol. 8, p.119 (1993); Vol. 66, p.151 (1988).

(S)-2-CHLOROALKANOIC ACIDS OF HIGH ENANTIOMERIC
PURITY FROM (S)-2-AMINO ACIDS: (S)-2-CHLOROPROPANOIC

Yields, well he messed up and got a disastrous - around 10% - if that. he couldn't maintain the temp, and it rose above 5deg, and he had miscalculated the amount of ice/packs hed need.

I can post the procedure, but not sure whether this is done here at the vespirary.

2b

2bfrank

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #15 on: May 24, 2009, 09:00:27 AM »
1. Procedure
(S)-2-Chloropropanoic acid. In a 4-L, three-necked, round-bottomed flask equipped with a
mechanical stirrer, a 500-mL dropping funnel, and a two-necked adapter fitted with a thermometer and a
reflux condenser (Note 1), 89.1 g (1 mol) of (S)-alanine (Note 2) is dissolved in 1300 mL of 5 N
hydrochloric acid (Note 3). The mixture is cooled to 0°C in an ice/sodium chloride bath (Note 4) and a
precooled solution of 110 g (1.6 mol) of sodium nitrite in 400 mL of water is added dropwise at a rate of
about 2 mL/min under vigorous stirring and efficient cooling so that the temperature of the reaction
mixture is kept below 5°C. After 5 hr, the bath is removed and the reaction is allowed to stand overnight
at room temperature (Note 5). The reflux condenser is connected with a water aspirator and the flask is
carefully evacuated with stirring for 3 hr to remove nitrogen oxides, whereupon the color changes from
yellowish brown to pale yellow. While the mixture is stirred vigorously, 100 g of solid sodium
carbonate is added carefully in small portions so as to prevent excessive foaming. The reaction mixture
is extracted with four portions of 400 mL of diethyl ether. The combined ether layers are concentrated
to ca. 300 mL using a rotary evaporator at atmospheric pressure. The solution is washed with 50 mL of
saturated brine, which thereafter is reextracted with three portions of 100 mL of diethyl ether. The
combined ethereal solutions are dried for 10 hr over calcium chloride. The ether is distilled off with a
rotary evaporator at atmospheric pressure (bath temperature 40–50°C). The oily residue is transferred
into a distillation flask (rinsing the remainder with small portions of ether) and then fractionally distilled
at reduced pressure, the main fraction boiling within a range of 2–3°C (i.e., bp 75–77°C at 10 mm)
(Note 6) to give 63–71 g (58–65%) of an oil. The colorless oil is sufficiently pure for most purposes
(Note 7) and (Note 8). On prolonged standing in a refrigerator, the oil tends to solidify partially or
totally, but the white crystals formed have no sharp melting point. This procedure can be employed for
other a-amino acids (see Table I and the Discussion).

2bfrank

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #16 on: May 24, 2009, 07:51:01 PM »
and whilst I am at it, I may as well post the alpha-bromoalkanoic acid that did not work for HCl substitute.
Tetrahedron: Asymmetry Vol. 4. pp 1141-1152, 1993

(2R)-Alanine (4.0g, 45 mmol) was added to a saturated solution of KBr (10 ml), followed by the dropwise addition of 15ml of 47% HBr. The resulting mixture was then cooled to 0C and NaNO2 (6.21g, 90 mmol) was added over 1hr. The reaction mixture was maintained below 5C for a further 1hr and then allowed to warm to room temperature. The resulting solution was then extracted with et2O (3 X 25ml), the combined ether extracts were then dried over MgSO4 and concentrated in vacuo to give a pale yellow oil (6.54g) in 95% yield. This was distilled under reduced pressure to give pure (2R)-bromopropionic acid B.P. 68/70C/0.1 mm Hg.

2bfrank

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #17 on: June 01, 2009, 12:52:12 AM »
Quote from: Hex on May 16, 2009, 01:01:53 PM
I spent hours looking for an Ethane synth, found one but due to a typo its fer Ethene :(. I want to create nitroethane and hopefully will crack the problem soon, given time.

Hey there, couldn't the ethene be reduced, either with sodiumborohydride or even yeast perhaps. It is just a thought. What nitroethene prep did you find.

Sedit

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #18 on: June 01, 2009, 01:24:58 AM »
If its nitroethane you want there are a few synthesis over at rhodiums for it starting from the halonation of EtOH and then reacting that product with a metallic nitrite such as silver. I think these would be more directed to a bench top synthesis more then working with ethane.
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Vesp

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Re: 1-Phenyl-2-Propanone synthesis Overview.
« Reply #19 on: June 01, 2009, 05:26:09 AM »
If you were to be crazy and make it using ethene/ethylene, you might as well just react it with hydrogen over a heated catalyst of some sort. Considering alkenes are decently reactive, I doubt you'd need to do much at all. Oxidation with decarboxylation of Alanine or  Aspartic acid are probably the best ways for me at least. Also consider the oxidation of ethylamine to nitroethane.
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