Author Topic: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D  (Read 189 times)

Slash

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alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« on: March 26, 2011, 09:05:56 AM »
So this what i've been working on lately. Im gonna have 0 time to pursue this in the following months so i defer to you guys for improvements/ results if any of you are interested.

I've been trying to improve twodogs method ( MDA synthesis from alpha-methyl-1,3-benzodioxole-5-propanal via Oxime and then Hoffman )  by using a one pot reaction that leads directly from alpha-methyl-1,3-benzodioxole-5-propanal to the corresponding Amide with fairly OTC chemicals.

Here are the references ( i believe you can even find them online) :   

1) J. Org. Chem. 2003, 68, 1158-1160

2) Tetrahedron Letters 42 (2001) 1103–1105  ( Pretty much the same thing )

For those of you who can't access this. Basically the reaction uses a nitrile intermediary. What you do is react alpha-methyl-1,3-benzodioxole-5-propanal  with Iodine in 27% Ammonia water for approx one hour ( no heat) then drop H2O2 slowly to the mixture and VOILA. Wash, extract with DCM and ideally you have the Amide.

Thats in theory. Now the fun part.

The only thing that bothered me in this write up was the use of THF as cosolvent with water and the use of 27% ammonia. I've been trying to find another cosolvent and use only 13 % Ammonia ( with the right adjustments to xxxxxxxx proportions)  to make this MEGA OTC but what this has been giving me is mostly crapola. The main issue being the I2 wasnt dissolving properly.

There you go. Give me your thoughts / improvements although i wont be able to put them into practice before late this summer..
It'd be great if some of you could run it but i guess thats just wishful thinking ^^

Cheers



« Last Edit: July 19, 2011, 12:41:07 AM by Enkidu »

Shake

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #1 on: March 26, 2011, 12:06:08 PM »
just explain what is happening in your ref
« Last Edit: March 27, 2011, 01:17:43 AM by java »

akcom

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #2 on: March 26, 2011, 01:22:57 PM »
well hello there :)
« Last Edit: March 27, 2011, 01:18:04 AM by java »

jon

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #3 on: March 26, 2011, 03:20:36 PM »
excuse me you mean those pdf's are digitally traceable pardon my ignorance.
fine if they are you can't have your cock and eat it too, but fuck me!
« Last Edit: March 27, 2011, 01:19:08 AM by java »

2bfrank

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #4 on: March 26, 2011, 03:45:07 PM »
hahahah, but he used to download journal articles and it had the name of the uni he went to, so he got foxit pdf editor, which removed from most. Or is this some other
« Last Edit: March 27, 2011, 01:19:39 AM by java »

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #5 on: March 26, 2011, 04:22:29 PM »
Haha Cheers man i didnt know about that reference!

 I'll give it a try myself and post back here if anyone is interested. Anyone run this before?

@ Shake:  I did! Check my post..
« Last Edit: March 27, 2011, 01:19:58 AM by java »

jon

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #6 on: March 26, 2011, 04:27:52 PM »
ohhh i feel much better my cornhole was getting really nervous you see.
thanks for easing my mind
an ass what a terrible thing to waste.
« Last Edit: March 27, 2011, 01:20:14 AM by java »

Shake

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #7 on: March 26, 2011, 04:42:59 PM »
what does it take to impress you jon?

100% otc 1 pot synth? anything less jon doesn't care
« Last Edit: March 27, 2011, 01:20:41 AM by java »

jon

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #8 on: March 26, 2011, 05:18:06 PM »
nah i got tricks up my sleave it's always at least 2 steps but i like mda sometimes
that's good stuff though not saying i'm unimpressed, i'm more into scale
keep that technology under your cap though don't post that kind of stuff everywhere i remember what it did for us back in the 90's
we don't want a repeat.
make them work for thier money.
« Last Edit: March 27, 2011, 01:20:57 AM by java »

Slash

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #9 on: March 26, 2011, 05:41:22 PM »
You're right about that jon but i mean this way to MDA from xxxx is all over the boards anyway. xxxxxxxx will probably be just as bad as Sassy oil in a few years..

For instance the "Perfumer Bitch" ( My bad i shoulda remembered the rule)
used to sell only up to 15 ml of xxxxxxxxxx. And all of a sudden ( i know a bunch a people bought from her) look at that, how sweet they sell up to a kilo. I may be paranoid but to me it seems like that nice little kilo once your home will soon be followed by some guys in suits.

Anyway, I digress. Sure we have to be careful but we still have to share ideas knowatimean. Plus i was having trouble with this one. And akcom was kind enough to point me in another direction. :)
« Last Edit: July 19, 2011, 12:37:02 AM by Enkidu »

jon

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #10 on: March 26, 2011, 05:55:21 PM »
edit that will ya?
no sources!!!
don't worry about xxxxxxxx just yet.
it might get you surveillence but so fucking what?
it's not list it can't mean probable cause means no grounds for search warrant.
they can follow you around all day and no they are'nt wearing suits they usually have a bit of a scruffy appearance there are caveats to spotting the dea.

just watch out for this guy

[youtube]http://www.youtube.com/watch?v=FKDlyjce-UM&feature=relmfu[/youtube]
« Last Edit: July 19, 2011, 12:37:18 AM by Enkidu »

java

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #11 on: March 26, 2011, 08:55:58 PM »
.....it serves no purpose to continue with this thread....it only shortens the days before alpha-methyl-1,3-benzodioxole-5-propanal is restricted.....java
« Last Edit: March 27, 2011, 01:22:32 AM by java »
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NaBH4

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #12 on: March 26, 2011, 09:35:48 PM »
Do you want to try a iodination of the hydroxyl and then adding the amine group with ammonia ? Why adding H2O2 ?

If the iodination works, i would then add methylamine.
« Last Edit: March 27, 2011, 01:22:09 AM by java »
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akcom

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #13 on: March 26, 2011, 10:19:50 PM »
.....it serves no purpose to continue with this thread....it only shortens the days before alpha-methyl-1,3-benzodioxole-5-propanal  is restricted.....java
Then be smart and stock up
« Last Edit: March 27, 2011, 01:21:47 AM by java »

Vesp

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Re: alpha-methyl-1,3-benzodioxole-5-propanal to Amide via One Pot Reaction :D
« Reply #14 on: March 26, 2011, 10:58:39 PM »
This is just horrible off-topic. The Onion News network, and god knows what else doesn't belong in the "Main" sections of this site - let alone ones that I suggest have references, and others...

Try to stay on topic more... please?
« Last Edit: March 27, 2011, 01:21:25 AM by java »
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