Influence of Carboxylic Acids on the Synthesis of Chlorohydrin Esters from 1, 3??Butanediol

…, JJ Méndez, M Balcells, R Canela

Index: Mendez, Jonh Jairo; Eras, Jordi; Balcells, Merce; Canela, Ramon Synthetic Communications, 2006 , vol. 36, # 9 p. 1167 - 1175

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Citation Number: 7

Abstract

Abstract The influence of diverse carboxylic acid on the preparation of chlorohydrin esters using a one??pot esterification–chlorination reaction, in which one of the reagents (chlorotrimethylsilane) acts as solvent, is described. Whereas the acid with low pKa provided higher amounts of the 2??chloro regioisomer, the ones with higher pKa rendered the 1??chloro regioisomer in 80% yield. These results are in accordance with the mechanism proposed ...