The Vespiary

The Hive => Novel Discourse => Topic started by: Tricky on June 18, 2002, 07:08:00 PM

Title: Benzaldehydes from diazonium salt, OTC!
Post by: Tricky on June 18, 2002, 07:08:00 PM

Look at this!

(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000322750-file_svdy.gif)

it's from

http://www.orgsyn.org/orgsyn/prep.asp?rxntypeid=80&prep=CV5P0139 (http://www.orgsyn.org/orgsyn/prep.asp?rxntypeid=80&prep=CV5P0139)

If one use 4-methyl-2,5-dimethoxyanilin (wich easy to produce by reduction of 4-nitro-2,5-benzaldehyde, wich produced by nitration of 2,5-DMBA) instead of 4-methyl-2-bromoanilin, finaly we produce 4-methyl-2,5-DMBA a direct precursor for DOM  ;D
SWIT also thinks it's easy way to some other pretty X-methyl-phenethylamines.

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Matrix... may tricks?

Title: methoxy compounds
Post by: kurupira on June 21, 2002, 12:25:00 AM

Questions to experienced bees:
Is this reaction useful to methoxy (or methylenedioxy) aninlines?

if so:   8)
if not:  ::)

Title: ops!
Post by: kurupira on June 21, 2002, 03:28:00 PM

Sorry,  :-[ i was thinking using this reaction after a Schmidt rearrangement (Vogel p898-9), that would bee an interesting route to piperonal from piperonylic acid (obtained from piperine), but i don't think the methylenedioxy ring will survive the Schmidt reaction (10% oleum/sulfuric acid medium)... anyway it could bee aplied to other benzoic acids.
;)