Antoncho (Stranger)
12-03-00 01:42
No 72147
      Indolylacetic to triptophol  Bookmark   

the idea isn't exactly mine but it was undeservedly forgotten anyway

i remember having seen a reference on the hive that stated that refluxing tryptofol with dimethylamine/Raney Ni in alc. soln gives DMT in good yields. no further details were given, but i think that sentence already contains everything one needs exept the rxn time.
Keeping in mind that along with the following facts:

1) Raney Ni is easily made by thermal decomposition of Ni oxalate/ formate

2) tryptofol is only one reduction away from indolylacetic acid (heteroauxin - sodium indolylacetate)

3) heteroauxin is freely available from plant supply stores

4) all other DMT synths require LAH that is so fuckin inaccessible to many of us

, the following obvious questions arise:

1) what of the following reagents can be used for reducing IAA to tryptofol:
a) sodium in EtOH
b) Al isopropoxide
c) Al amalgam
d) tin (II) cloride
2) are there any other simple methods for acid to alcohol reduction?

i sincerely hope that i got some of you bees interested

(Hive Bee)
12-12-00 16:10
No 74987
      Re: Indolylacetic to triptophol  Bookmark   

i'm intrested but have nothing to offer yet.
(Hive Bee)
12-13-00 08:35
No 75151
      Re: Indolylacetic to triptophol  Bookmark   

This doesn't quite make sense; where did this idea originate from? What exactly do you mean by 'triptophol'? If its 2-(indole-3-yl)-ethanol, then I seriously doubt it could work that way.

Still, indole acetic acid can readily be used as a starting material for producing DMT. By condensing indole-3-yl-acetic acid with dimethylamine, you have 2-(indole-3-yl)-acetic acid dimethyl amide. If you then reduce the amide, you have DMT. This last reduction can be accomplished using a number of different reducing agents.

But this is certainly not a new idea. This has been used in the literature, and, has been discussed here before.