Nature Protocols 2007-01-01

Direct ester condensation catalyzed by bulky diarylammonium pentafluorobenzenesulfonates.

Akira Sakakura, Shoko Nakagawa, Kazuaki Ishihara

Index: Nat. Protoc. 2 , 1746-51, (2007)

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Abstract

A protocol for ester condensation between equimolar amounts of carboxylic acids and alcohols catalyzed by bulky diarylammonium pentafluorobenzenesulfonate is described. We also present procedures for the synthesis of N-(2,6-diisopropylphenyl)-N-mesitylammonium pentafluorobenzenesulfonate. The present ester condensation proceeds well under mild conditions even without the removal of generated water. The synthesis of N-(2,6-diisopropylphenyl)-N-mesitylammonium pentafluorobenzenesulfonate will take approximately 5 days. The ester condensation reactions will take approximately 6 h to 3 days.