Stanley (Stranger)
08-01-02 21:07
No 339872
      Decarboxylation of tryptophane using...  Bookmark   

What about using MDP2P as the ketone catalyst when decarboxylating tryptophane?

It has a very high boiling point (253 C?), and is IIRC very susceptible to imin formation laugh

Using naphtalene as the solvent, it oughta be the ideal decarboxylating system. And no reflux is necessary, since one doesn't have to heat it above 200 C (however one might not want to have gaseous naphtalene in the lab, so a fume hood might be a good idea).

Considering the amount of ketone needed it's almost economically acceptable as well smile


Stanley
 
 
 
 
    Sunlight
(Pioneer Researcher)
08-02-02 03:13
No 339997
      DMF  Bookmark   

There's a post in wich plain DMF is used and seem to work satisfatorily. Better use that ketone for other things.
 
 
 
 
    hest
(Hive Addict)
08-02-02 08:55
No 340139
      My eksp. with high boiling ketones ...  Bookmark   

My eksp. with high boiling ketones (ethyl,hexyl-keton ect.) is bad.
 
 
 
 
    Stanley
(Stranger)
08-06-02 02:23
No 341886
      Why are high boiling ketones bad?  Bookmark   

Why are high boiling ketones bad?
 
 
 
 
    hest
(Hive Addict)
08-06-02 09:11
No 342012
      yeald  Bookmark   

Course the yeald was low.
 
 
 
 
    Vitus_Verdegast
(Stranger)
08-08-02 18:12
No 343035
      my experience too was bad  Bookmark   


There are thousands of high-boiling ketones to be found *everywhere*, so maybe a substance like MDP2P has better usages, don't you think... crazy

A low yield was obtained by using DMSO ; DMSO/Cu-chelate ; DMSO/acetone and turpentine/dill oil. I thought the latter was the most promising, after Student's research, but since L-Trp is completely insoluble in the hot turp you need to have really good stirring, especially when working with larger amounts, or this reaction is going to take days.

My dill oil (french seed oil) contains 40% carvone. Maybe DMSO/carvone would be better (solubility) ?


"There are many things under the sun."