The Vespiary

The Hive => Novel Discourse => Topic started by: TreSprit on November 14, 2002, 06:56:00 AM

Title: 2,5-DMA
Post by: TreSprit on November 14, 2002, 06:56:00 AM: Hi
Due to the regulations with the chemical nitroethane, i decided to go about making 2,5-DMA with making 2,5-dimethoxyphenylacetone from 2,5-dimethoxybenzaldehyde with methyl 2-chloropropionate and sodium methoxide, the yeld from this is 14g.
Now, in order to make 2,5-dimethoxyamphetamines from this, is a simple P2P->amph reduction done the same way to make regular amphetamines from standard P2P on place to use here, or is prehaps the 2,5-dimethoxy group of a fragile nature that would require something else ? anyways, if u got any good ideas or simple reductions of 2,5-dimethoxyphenylaceone to 2,5-dimethoxyamphetamine, please respond.
Thanks
TreSprit
Chemical Generation
Title: I´d suggest you make the oxime from the ketone ...
Post by: Barium on November 14, 2002, 07:09:00 AM: I´d suggest you make the oxime from the ketone with hydroxylamine, then reduce the oxime to the amine with amalgamated aluminum in acetic acid. There are write-ups for both conversions here. If this route isn´t useful for you then you need to specify which reagents you cannot get hold of.
Catalytic hydrogenation freak
Title: Leuckart?
Post by: Bandil on November 14, 2002, 07:18:00 AM: Isnt the Leuckart reaction almost as high yeilding and somewhat easier?

Thats the route i would chose :)
Title: No, the Leuckart reaction generally sucks.
Post by: Rhodium on November 14, 2002, 07:36:00 AM: No, the Leuckart reaction generally sucks.

Even this (
https://www.thevespiary.org/rhodium/Rhodium/pdf/leuckart.pdf (https://www.thevespiary.org/rhodium/Rhodium/pdf/leuckart.pdf)
) Leuckart reaction review admits that phenylacetones usually gives a 20-70% yield, the substituted ones being in the low end. Don't even think about it.
Title: the reaction
Post by: TreSprit on November 14, 2002, 09:29:00 AM
Title: May I suggest to
Post by: Barium on November 14, 2002, 09:58:00 AM: UTFSE, perhaps....
Catalytic hydrogenation freak
Title: Leuckert
Post by: psygn on November 14, 2002, 12:49:00 PM: 2,5-DMA has been made from 2,5-dmp2np via the Leuckert rxn in ~60% yield.
Title: Ummm...
Post by: PoohBearium on November 14, 2002, 02:19:00 PM: Due to the regulations with the chemical nitroethane, i decided to go about making 2,5-DMA with making 2,5-dimethoxyphenylacetone from 2,5-dimethoxybenzaldehyde with methyl 2-chloropropionate and sodium methoxide, the yeld from this is 14g.

So you got 14g yield? That could be a 0.01% yield, or a 100% yield, for all we know. WTF amount did you start with?

PB
WARNING:The punishment for self-rating your posts is a slow and agonizing death!!!
Title: yeld
Post by: TreSprit on November 14, 2002, 02:44:00 PM: 16g of the benzaldehyde was used
TreSprit
Chemical Generation
Title: que?
Post by: GC_MS on November 14, 2002, 11:40:00 PM: 2,5-DMA has been made from 2,5-dmp2np via the Leuckert rxn in ~60% yield.

To obtain amphetamines, Leuckart can only be applied on P2Ps, not P2NPs. Furthermore, I have very very high doubts that your 60% yield is a pure substance. In other words, I'm about sure that 50% of your 60% yield consists of useless molecules, most probably condensation products. Unless you show me a chromatogram demonstrating the high purity of your product, I cannot believe you :P .
Ave Hive, synthetisandi te salutant!
Title: MP?
Post by: moo on November 15, 2002, 04:41:00 AM: I have no idea about his end product but isn't melting point test enough to convince you that his yield doesn't have 20% of impurities?
Title: What melting point? What writeup?
Post by: Rhodium on November 15, 2002, 08:22:00 AM: What melting point? What writeup?
Title: CTH with Pd/C and am. formate
Post by: Sunlight on November 15, 2002, 08:34:00 AM: If you have Pd/C from a commercial supplier, you can try the CTH reductive amination with am. formate in 1:9 water methanol and a 20-25 % of 10 % Pd/C, probably you'll get a 70-80 % yield. Check MDA and MDMA from CTH reductive amination, by Sunlight.
Title: Well
Post by: moo on November 15, 2002, 09:19:00 AM: Maybe I should've formulated my post differently. I didn't mean there was evidence of a 60% yield nor a writeup to back it. My point was that asking for a chromatogram to prove purity to prove a yield is overkill.
Title: ketone to oxime reaction
Post by: TreSprit on November 15, 2002, 11:14:00 AM: 13.41g 2,5-Dimethoxyphenylacetone and 50g of finely powdered calcium oxide is placed in a flask and heated in an oil-bath for a few minutes. Then 20.08g hydroxylamine hydrochloride is added, and the mixture is stirred with a magnetic stirrer in the presence of air for 1 minute at 130°C. Afterward, the reaction mixture is mixed with ethyl acetate, filtered to remove the calcium oxide, then mixed with water and extracted with ethyl acetate. The pooled organic phases is dried over Na2SO4, filtered and the solvent evaporated in vacuo to give 2,5-Dimethoxyphenylaceton oxime, i hope
At least if im not totaly wasted writbg down this, its based upon Rhodiums writeup for ketone->oxime.
His yeld was 1,49g, if this same reaction could be done to DP2P with simelar yelds, i chould have something like 14,9 of my oxime
Anyone ?

TreSprit
Chemical Generation
Title: Re: To obtain amphetamines, Leuckart can only be ...
Post by: psygn on November 15, 2002, 05:08:00 PM: To obtain amphetamines, Leuckart can only be applied on P2Ps, not P2NPs. Furthermore, I have very very high doubts that your 60% yield is a pure substance. In other words, I'm about sure that 50% of your 60% yield consists of useless molecules, most probably condensation products. Unless you show me a chromatogram demonstrating the high purity of your product, I cannot believe you

I am aware that the Leuckert works with ketones not nitroalkenes. The dmp2p in the Leuckert rxn I was talking about was made from dmp2np w/Fe-HCl. The product was purified via standard a/b then vac. distilled. I didn't do a chromatograph or a mp test on the hydrochloride, and I don't really care if you believe me or not. I don't have a reference to back this up; I was simply offering information I know to be correct. IMO this is more valuable than a ref. for a procedure in a journal performed by research chemists, the yields in which are rarely reproducable by an amateur chemist.