From: Ohad Ilovich (ilovich$##$pob.huji.ac.il)
Date: Thu Jun 22 2006 - 02:46:45 EDT
I'm not sure if this will help much but i used phenyltrimethylammonium =
tribromide as a brominating agent for alpha keto bromination. it was =
done in THF overnight at 0-4 degrees celsius.
try to see if it was also used with acids....it is considered a mild =
brominating agent so hopefully it won't cause multi-bromination
----- Original Message -----
From: Enkay
To: everybody$##$orglist.net
Sent: Wednesday, June 21, 2006 5:37 PM
Subject: ORGLIST: alpha-Bromination
Hello !
I'm trying alpha-bromination of 4-Phenylbutyric acid to make =
2-Bromo-4-Phenylbutyric acid. I tried HVZ method suggested as in Organic =
Syntheses using Br & PBr3 without any solvent. But after the reaction =
completion, I'm getting significant amount of by-product (sorry I can =
not identify it !) besides the product.
Can I get some advices for better performing this reaction ?
Is it necessary here to use any solvent for this reaction due to the =
phenyl ring ?
Is there any other superier process available for such carboxylic acid =
alpha-bromination ?
Awaiting your suggetions !
Thanks in advance,
Nalini Patel
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