inertia - 23-6-2014 at 16:33
I'm looking for a decent way to s-butylate 5-Methoxy t. I understand that there's a lot of discussion involving the methylation of this compound and
related compounds (in an effort to illegally synthesize DMT and 5-MeO-DMT), but I'm interested in butylation, something I haven't seen any information
on. I understand that eschweiler clarke methylation doesn't work as a result of the pictet spengler reaction being more favored. I was thinking that
it may be possible for one to alkylate 5 MeO-T with methyl ethyl ketone and an acid (acetic, citric[?]) refluxing for long enough. Would that work/is
there a better way?
arkoma - 23-6-2014 at 17:55
Get to know our community a bit better, and ya might actually get an answer. We aren't opposed to drug chemistry per se, but on your FIRST post,
yeah. Least ya didna use "SWIM".
inertia - 24-6-2014 at 08:32
arkoma, I've long lurked this board, but I haven't ever bothered to make an account. I'm not interested in drug chemistry or the synthesis of illegal
compounds, but I found information online that a sec butyl tryptamine has never been studied rigorously, and I found that to be particularly
interesting. Shulgin himself expressed interest in it.
I'm sorry if I crossed a line by asking this on my first post, this is just my current project since I got home from university for the summer, and I
was having difficulties with a proposed synthesis.
arkoma - 24-6-2014 at 08:43
I get protective *blush*
If your a chem student PLEASE contribute. There are a few middle-aged n00bs like myself can use the insight of a "sharp young kid".
And may Sasha rest in peace!
inertia - 24-6-2014 at 08:52
I'm a chemistry major at MIT! Granted, only a second year, but I'd like to think I could contribute a bit.
arkoma - 24-6-2014 at 09:10
well, YEAH
Crowfjord - 24-6-2014 at 09:31
Howdy, inertia. Are you talking about mono- or di-alkylation? Also, your proposed reaction lacks a crucial reagent: a reducing agent. Just refluxing
in acid would cause all sorts of things to form (imines, aminals, hemiaminals, etc,...) but not the sec-butylamine. Have you gotten to reductive
amination in your studies yet? Also, look into nucleophilic substitution (SN2 reactions and such).
Mono-alkylation shouldn't be a problem, really, with either type of reaction. Getting a second sec-butyl group on that amine would prove a little more
difficult due to stearic hindrance. The reaction would probably need a long time, or creative variation.