A User-Friendly Procedure for the Preparation of Secondary Alkyl Chlorides
Gérard Cahiez*, Nicolas Lefèvre, Maël Poizat, Alban Moyeux
*Chimie ParisTech, UMR CNRS 7223, 11 rue Pierre et Marie Curie, 75005 Paris, France, Email: gerard-cahiezchimie-paristech.fr
G. Cahiez, N. Lefèvre, M. Poizat, A. Moyeux, Synthesis, 2013, 45, 231-236.
DOI: 10.1055/s-0032-1317927
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Abstract
A user-friendly exchange reaction enables an efficient preparation of alkyl chlorides in excellent yields from secondary alkyl sulfonates by using benzyltributylammonium chloride in acetone. The reaction tolerates functionalized, base-sensitive and hindered secondary alkyl sulfonates.
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Key Words
nucleophilic substitution, sulfonates, alkyl chlorides, quaternary ammonium halides, sulfonate-halogen exchange
ID: J66-Y2013-0230