Organic Preparations and Procedures International

An improved synthesis of 3-cyano-4-fluorobenzyl bromide

GA Cain

Index: Cain, Gary A. Organic Preparations and Procedures International, 2000 , vol. 32, # 1 p. 88 - 91

Full Text: HTML

Citation Number: 0

Abstract

Benzylic bromide 6 was initially prepared by standard radical bromination (NBS, cat. benzoyl peroxide, CCl,, reflux) of 3-cyano-4-fluorotoluene. As is typically observed for this type of bromination reaction, the desired bromide 6 was produced contaminated by unreacted starting material and the dibrominated product. Isolation of pure bromide 6 required extensive and tedious flash column chromatography followed by recrystallization ...