Synthesis 2013; 45(2): 231-236
DOI: 10.1055/s-0032-1317927
paper
© Georg Thieme Verlag Stuttgart · New York

A User-Friendly Procedure for the Preparation of Secondary Alkyl Chlorides

Gérard Cahiez*
a   Chimie ParisTech, UMR CNRS 7223, 11 rue Pierre et Marie Curie, 75005 Paris, France   Email: gerard-cahiez@chimie-paristech.fr
,
Nicolas Lefèvre
a   Chimie ParisTech, UMR CNRS 7223, 11 rue Pierre et Marie Curie, 75005 Paris, France   Email: gerard-cahiez@chimie-paristech.fr
,
Maël Poizat
b   Université Paris 13, UMR CNRS 7244, 74 rue Marcel Cachin, 93017 Bobigny, France
,
Alban Moyeux
b   Université Paris 13, UMR CNRS 7244, 74 rue Marcel Cachin, 93017 Bobigny, France
› Author Affiliations
Further Information

Publication History

Received: 19 November 2012

Accepted: 26 November 2012

Publication Date:
19 December 2012 (online)


Abstract

Secondary alkyl chlorides have been efficiently prepared from secondary alkyl sulfonates under mild and user-friendly conditions. The exchange reaction was generally performed by using benzyltributylammonium chloride in acetone (reflux, 30 min). Yields are excellent from functionalized, base-sensitive and hindered secondary alkyl sulfonates.

Supporting Information