periannath (Stranger)
02-28-03 04:10
No 412445
      5-MeO-MRT from melatonin  Bookmark   

I checked TFSE and didn't find anything so....
I think found a simple way to make 5-MeO-MRT from Melatonin. All you have to do is react it with X2 or a hypohalite (pool shock is Ca(ClO)2) and then NaOH.(keep it cold) purify and treat with your favorite alkyl halide.
BTW my organic chemistry knowledge is somewhat limited as everything I know about it I have learned in the last month and a half. So this may seem stupid but..

How do I stop quarternary salts from forming?



Wherever you go, there you are.
-Buckaroo Banzai
 
 
 
 
    Rhodium
(Chief Bee)
02-28-03 04:11
No 412446
      What is 5-MeO-MRT?  Bookmark   

What is 5-MeO-MRT?
 
 
 
 
    periannath
(Stranger)
02-28-03 04:24
No 412450
      R is any alkyl group  Bookmark   

R is any alkyl group

Wherever you go, there you are.
-Buckaroo Banzai
 
 
 
 
    Lilienthal
(Moderator)
02-28-03 09:34
No 412500
      Sorry, but that doesnt work.  Bookmark   

Sorry, but that doesnt work. You might get *something*, but certainly not N-alkyl-N-methyl-5-methoxy-tryptamine.
 
 
 
 
    periannath
(Stranger)
02-28-03 22:56
No 412625
      Why?  Bookmark   

Why? it's just a hofmann rearrangement.
PLease enlighten me. I'm trying to learn.

Wherever you go, there you are.
-Buckaroo Banzai
 
 
 
 
    Lilienthal
(Moderator)
03-01-03 00:32
No 412644
      For a Hofmann rearrangement you need an ...  Bookmark   

For a Hofmann rearrangement you need an unsubtituted amide because the reaction mechanism is:

R-CONH2 __> R-CONHBr __> R-N=C=O (isocyanate) __> R-NH-COOH __> R-NH2

The isocyanate simply can't accomodate a second alkyl group.