From: hai zhang (haizhang67$##$yahoo.com)
Date: Wed Jul 26 2006 - 21:10:04 EDT
NBS/AIBN/CCl4 at 60oC. This condition should be a radical substitution. If CCl4 is not good enough, PhCF3 is another good solvent. Your condition is more or less an electrophilic substitution condition. Mechanism is very important, it could guide your chemistry reactions.
Good Luck!
Hai
www.ecompound.com
philip cherian <philip_189$##$yahoo.com> wrote:
Hello everybody, i am trying to brominate the methyl group of 2-(piperazine)-6-methyl-pyridine-4-carboxylic acid using NBS in EtOAc under microwave conditions. (112C, 10mins). However, instead of the side chain bromination, i am getting nuclear monobromination at the 3 or 5 (major pdt,85% yield) and also the dibromo pdt. {Probably due to the o,p directing nitrogen of piperazine}. Any suggestion, ideas as to how to brominate this benzylic methyl selectively?
---------------------------------
Groups are talking. We´re listening. Check out the handy changes to Yahoo! Groups. _______________________________________________
ORGLIST - Organic Chemistry Mailing List
Website / Archive / FAQ: http://www.orglist.net
To post a message (TO EVERYBODY) send to everybody$##$orglist.net
To unsubscribe, send to everybody-request$##$orglist.net the message: unsubscribe your_orglist_password your_address
---------------------------------
Want to be your own boss? Learn how on Yahoo! Small Business.
_______________________________________________
ORGLIST - Organic Chemistry Mailing List
Website / Archive / FAQ: http://www.orglist.net
To post a message (TO EVERYBODY) send to everybody$##$orglist.net
To unsubscribe, send to everybody-request$##$orglist.net the message: unsubscribe your_orglist_password your_address
This archive was generated by hypermail 2.1.4 : Tue Feb 13 2007 - 14:17:01 EST