Yep, folks, another theoretcal DMT post
.
This one with some refs
.
OK, some hunting around during spring break led me here:
Indole + CH
2O + Dimethylamine
__> gramine at 80%
(H.R. Snyder, C.W. Smith, and J.H Stewert,
J. Amer. Chem. Soc., 66. 200 (1944).)
Indole + CH
3CH0 + isopropylamine
__> n-isopropyl tryptamine with a 39-60% yield
(H.R. Snyder and D.S. Matteson,
J. Amer. Chem. Soc., 79, 2217 (1957) )
So, Does anyone see a problem, beside yield, with
indole + acetaldehyde + dma
__> DMT ?
Indole and dimethylamine are very easily acquired.
Acetaldehyde not too hard, either.
Alanine yields acetaldehyde (25-35%), if heated in quinoline, n,n-dimethoxy-p-toluidine, or aniline, the latter of which produces the Schiff base, and must be hydrolized. Not the best way to go about it, though, IMVHO.
(A. Schonberg
et al., J. Chem. Soc., 58, 2430 (1936)
Acetaldehyde can also be produced from ethylene
ethylene + PdCl2 + H2O__> acetaldehyde + Pd + HCl
"Acetaldehyde is obtained from ethylene in excellent yield, and this is the most attractive method of industrial synthesis since the metallic palladium formed in the reaction can be regenerated in atmostpheric oxygen" (Weygand 316)
Weygand & Hilgetag. Preperative Organic Chemestry, John Wiley and Sons. New York, 1972.
No barbed wire can cage a bee.