Neutral trichloroacetylations of alcohols by hexachloroacetone

…, TA Bryson, RB Dunlap, EM Schulman…

Index: Freedlander, Richard S.; Bryson, Thomas A.; Dunlap, R. Bruce; Schulman, E. M.; Lewis, Charles A. Journal of Organic Chemistry, 1981 , vol. 46, # 17 p. 3519 - 3521

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Citation Number: 12

Abstract

The addition of simple alcohols in hexachloroacetone (HCA) in the presence of strong hydrogen bond acceptors (eg, dimethylformamide) results in a high yield of the corresponding trichloroacetate (via a haloform reaction scheme). The trichloroacetylation reactions are carried out under neutral conditions, and the resultant ester can easily be separated from the reaction mixture via extraction/distillation procedures. Kinetic evidence ...