Tips for something very very darkside :

1) Chlorination of benzoic acid with Sodium Hypochlorite will give 3,5 dichlorobenzoic acid.
Fisher speier esterification of (pseudo)tropine by 3,5dichlorobenzoic acid will give a compound similar of Tropoxane (without the carbomethoxy group of course)

Which is far more potent than cocaine and act as a both dopamine and serotonine reuptake inhibitor (the problem of salicylic tropacocaine was the loss of serotonine reuptake inhibition)

Chlorination of vanilic acid/benzoic acid with Sodium Hypochlorite




2) Be careful with the following compound  
Fisher Speier esterification of (pseudotropine) with 2-(6-Methoxy-2-naphthyl)propionic acid (legit and cheap) will give an analogue of WF-33 (without the propanoyl group 'course).

WF-33 is one of the more potent cocaine analogue, the tropacocaine version should be far more potent than cocaine then.






Enjoy  



@Naphyrone : I used boric acid to help salicylic acid to dissolve in water

I'm planning to synthetize the 3,5 dichloro analogue next week (damn, lot of things to do next week ^___^).
I'll post the results.

Yeap, tropacocaine and salicylic tropacocaine or Dichlorotropacocaine are painful in nose. For salicylic tropacocaine I used xylocaïne ^____^


Do you mean that, if you're doing an water extraction of datura, you won't have scopine impurities ?
That'll be a..dream

Fucking damnit, that book i referenced, was talking about a glycoside called scopoline, i was thinking scopoline was an alternative name for scopine. Fucking google.

What about Datura stramonium var Tatula, or datura wrightii?

I'd be interested too see the source you've heard that..

below is a preview of Mechanism of the isomerization of tropine into pseudotropine - it might be useful to some..

This synthesis give 2-Carbomethoxy-Tropinone isn't it ?

You asked me about NaBH4 but simply I2/red phosphorus could be used or even 1,5% sodium amalgam as a catalyst 

Succinaldehyde + methylamine + methyl ester of Acetone Dicarboxylic acid give 2-Carbomethoxy-Tropinone

The problem with that is to find methylamine (controlled because of methamphetamine potential use) and anhydride acetic which is the key of Acetone dicarboxylic acid ==> acetone dicarboxylic anhydride ==> Acetone dicarboxylic monomethyl ester.


Anyway, tropinone could be bought and simply reduced to have tropine. Then pseudotropine is formed in a NaOH bath refluxed (epimerisation) to have good yield of 3-pseudotropine.

cheers !

Evil blaze, for the succinaldehyde, 1,4-butanediol and KMnO4 is what i'm thinking($40 for 2 liters 1,4-butanediol). NaBH4, methylamine from hexamine, could one use plain ammonia for nortropinone? Also "Acetonedicarboxylic acid or 3-oxoglutaric acid is a simple carboxylic acid, which may be used as a building block in organic chemistry.
It is commercially available. It may also be prepared by the one-pot decarboxylation and oxidation of citric acid by sulfuric acid:[2]"
http://en.wikipedia.org/wiki/Acetonedicarboxylic_acid
http://en.wikipedia.org/wiki/Tropinone

Oxidation 1,4 butanediol to succinaldehyde with KMnO4 looks as a dead idea for me. These are cheap chemicals, but the yield would be really low because the permanganate is a really aggressive oxidizer and it would oxidise the aldehyde to carboxylic acid in a minute.
Th is is the same reason whydo the don't make glyoxal from glycol and KMnO4....
Methylamine is available, as I remember I still have a half liter of water solution from it somewhere..... But it will be easy to find it, because it's "special odor" 
Acetone dicarboxylic acid can be ordered from chemical supplier 50g is around 25 Euro.

So the only question would be the succinaldehyde. The 2,5-Dimethoxytetrahydrofuran is also cheap, 100g is only 40 Euro. And if just sulfuric acid or sulfuric acid and SO3 (what is also not so hard to get) should be added to it, and it would have a relative good yield, than it would be awesome.

I've just found something: http://www.google.com/patents?id=zucKAAAAEBAJ&printsec=abstract&zoom=4&source=gbs_overview_r&cad=0
US patent 6,486,323 B1. At example 1, 7, 8, 9 and 10 they start with making succindialdehyde from 2,5-dimethoxytetrahydrofuran, but they don't write the yields of the reaction. Maybe.... It's almost quantitative? That's hard to believe.

2,5-dimethoxytetrahydrofuran can be easily prepared from anodic oxidation of malic acid.

Unfortunately I lost the reference, but it should be easily found by any of you with Scifinder or Beilstein access, or general good searching skills. From the top of my head, I remember that in an undivided cell at platinum electrodes and high current density (Pt wire), 2 eq (anhydrous) malic acid was partially neutralised with 1 eq KOMe in MeOH and current was passed through. Succinicdialdehyde was formed which under the rxn conditions reacted with the MeOH to form 2,5-dimethoxytetrahydrofuran, in decent yields and as the main product.

Malic acid is dirt cheap and widely available (brewery suppliers), it would be easy to give it a try.

The reaction mechanism goes along the line of the Kolbe rxn

NaBH4 did you get around to synth the 3,5 dichloro analogue ??

if so how did it go ?