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Author Topic: Cocaine synthesis : The "holy shit" way  (Read 528 times)

NaBH4

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Cocaine synthesis : The "holy shit" way
« on: January 06, 2011, 10:28:39 PM »
Hi,

1) The strarting material is


2) React it with any carboxilic acid to form the Carboxilic ester of 2,4,6-cycloheptatriene (2,4,6-cycloheptatriene-carboxilic acid)

3) React it with Methylamine/NaOH, recrystalise it.

4) react it with Methanol/Sulfuric acid, recrystalise it to yield, théoriquement,  methylecgonidine.

5) oxidation should give methylecgonidine oxidized in the 3rd position (the 2-3 bond is ready)

6) Benzoyl chloride (Fisher esterification) give cocaine.




Okay,
You know what ? The prof who gave me this synth was drunk  ;D ;D
But apparently 2,4,6-cycloheptatriene is a precursor of the "waste" of a crack evap'.


I should have called it "the Viking way"  :-*


Source : Kline RH, Wright J, Fox KM, Eldefrawi ME. Journal of Medicinal Chemistry. (1990); (33):2024
« Last Edit: January 06, 2011, 10:59:24 PM by NaBH4 »
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zzhuchila_clocker

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Re: Cocaine synthesis : The "holy shit" way
« Reply #1 on: January 07, 2011, 10:35:38 AM »
one carbon is apparently lacking, on which step an introduction of carboxylic group is going to occur?
Who stuff the banks? Who staff the party ranks? More for Gore or the son of a drug lord?
None of the above, fuck it, cut the cord!
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NaBH4

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Re: Cocaine synthesis : The "holy shit" way
« Reply #2 on: January 07, 2011, 08:11:37 PM »
Actually, 2,4,6-cycloheptatriene-carboxylic acid methyl ester can be easily found. (and that's pretty cheap).
The methylamine go on the top, the methanol bath add the n-methyl group
and you have methylecgonidine by recrystalisation in ether.

Could Phenylmagnesium bromide could be used then ?

Will yield 2-carbomethoxy-3-phenyl-tropanol.
A "purified" phenyltropane without the Cloro's, the iodo's and stuff...

"All simple monkeys with alien babies, amphetamines for boys, crucifixes for ladies ...."

Spiderwort

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Re: Cocaine synthesis : The "holy shit" way
« Reply #3 on: January 08, 2011, 01:47:29 AM »
Quote from: NaBH4 on January 07, 2011, 08:11:37 PM
Actually, 2,4,6-cycloheptatriene-carboxylic acid methyl ester can be easily found. (and that's pretty cheap).
The methylamine go on the top, the methanol bath add the n-methyl group
and you have methylecgonidine by recrystalisation in ether.

Could Phenylmagnesium bromide could be used then ?

Will yield 2-carbomethoxy-3-phenyl-tropanol.
A "purified" phenyltropane without the Cloro's, the iodo's and stuff...


Why not start with a more widely available compound?

Could you start with Nortropine hcl and do the esterification with salicylic acid instead of benzoyl chloride? This may open up more possibilities.

Here is the bluelight link regarding n-demethylation and potency increase in Nocaine:
http://www.bluelight.ru/vb/archive/index.php/t-230366.html

"Apparently for some reason the NH compound is less resistant to ester hydrolysis than the NMe compound. This means that the compound lasts roughly twice as long. The NH analog is also more potent than the NMe analog by a significant margin although N-demethylation will occur in-vivo to some extent at any rate. Also his lazy Nocaine is suppose to be a locomotor activity (LA) stimulant after N-demethylation. "

Much more straightforward than extracting from Nightshade.

zzhuchila_clocker

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Re: Cocaine synthesis : The "holy shit" way
« Reply #4 on: January 08, 2011, 09:42:33 AM »
now it is clear what you mean. starting material is 2,4,6-cycloheptatriene-carboxylic acid (but it can not be produced from starting material from 1st post)
Who stuff the banks? Who staff the party ranks? More for Gore or the son of a drug lord?
None of the above, fuck it, cut the cord!
Lights out.. guerrilla radio
Turn that shit up

NaBH4

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Re: Cocaine synthesis : The "holy shit" way
« Reply #5 on: January 08, 2011, 08:19:56 PM »
yeap.

Simple addition of Methylamine to 2,4,6-Cycloheptatriene-1-carboxylicacid, methyl ester could be interesting...
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Spiderwort

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Re: Cocaine synthesis : The "holy shit" way
« Reply #6 on: January 08, 2011, 09:28:22 PM »
Quote from: meme on January 08, 2011, 07:33:44 PM
Spiderwort's statement regarding CAS # 32399-46-5 really makes this seem like VERY valuable information.

Thanks. Has anyone tried this reaction? Seems like a ref found told of .75ml of H2SO4 being used for every .65 grams of salicylic acid being esterified in a simple methanol esterification reaction. Haven't figured out the weight for nortropine in the reaction.

Quote
Will yield 2-carbomethoxy-3-phenyl-tropanol.
A "purified" phenyltropane without the Cloro's, the iodo's and stuff...

Nice that its possible to have easy access to that 2-carbomethoxy group. Once you've got the carbomethoxy group its not going through hydrolysis to anything else interesting... Hows the 3,5-dichloro?

NaBH4

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Re: Cocaine synthesis : The "holy shit" way
« Reply #7 on: January 08, 2011, 11:40:18 PM »
And what about the transformation of cycloheptatriene(carboxylic acid Me ester) into Nor-tropine and then esterification with salicylic acid to form 2-carbomethoxy-3-(2-hydroxy)phenyl-nortropine ?

Am i masterbating or is it possible ?
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NaBH4

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Re: Cocaine synthesis : The "holy shit" way
« Reply #8 on: January 09, 2011, 12:03:48 AM »
Quote
In conclusion, the potent DAT activity found for the
piperidines reported herein, taken together with an
earlier report of their lack of locomotor activity, suggests
a further novel direction to pursue in the search for a
cocaine abuse medication.

source : http://www.erowid.org/archive/rhodium/pdf/cocaine.analog.arecoline.pdf


Muahahahaha, I really love those guys  :P
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salat

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Re: Cocaine synthesis : The "holy shit" way
« Reply #9 on: January 09, 2011, 12:40:32 AM »
Been there, bought the betel nut just in case they outlaw it and Waiting for skills to arrive!!

Salat
Salat

Spiderwort

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Re: Cocaine synthesis : The "holy shit" way
« Reply #10 on: January 09, 2011, 12:54:07 AM »
Why don't we kick it up a notch and think this way:

pyrrolidine-2-carboxylic acid
+
Pseudotropine = stimulant guaranteed to be more potent than the piperidine analogues if the pharmacology follows the pattern that PCP analogues do.

Gotta love those carboxylic acids.

Sedit

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Re: Cocaine synthesis : The "holy shit" way
« Reply #11 on: January 09, 2011, 06:51:36 AM »
Why would one assume that Tropine analogs and PCP analogs would follow the same biochemical rules?
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NaBH4

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Re: Cocaine synthesis : The "holy shit" way
« Reply #12 on: January 09, 2011, 05:15:00 PM »
Why are we talking about pcp analogs ?  ;D
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meme

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Is You For Real?
« Reply #13 on: January 09, 2011, 07:33:42 PM »
Are any of these compounds actually available?

Looking closely, this thread seems not only as if it is getting wildly off topic, but that it might be based on a slight fiction.

I am pretty skilled at sourcing, and until something more is posted here, I have to conclude that these compounds are not available and that this thread started speculatively and has since degraded.

Naphyrone

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Re: Cocaine synthesis : The "holy shit" way
« Reply #14 on: January 10, 2011, 08:26:04 AM »
Glad to see you back NaBH4 i was just thinking about the cocaine analog thread i had started a while back that you had contributed to.
Spiderwort already asked the question i was going to ask after i read your post.

Enkidu

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Re: Cocaine synthesis : The "holy shit" way
« Reply #15 on: January 10, 2011, 10:58:08 AM »
Quote from: NaBH4 on January 09, 2011, 05:15:00 PM
Why are we talking about pcp analogs ?

He's talking about a certain pharmacore. Here's an example of something that fits into it.

http://en.wikipedia.org/wiki/Benocyclidine

This thread could use some cleaning..
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