Tetrahedron

A new synthesis of carboxylic and carbonic acid anhydrides using phase transfer reactions

D Plusquellec, F Roulleau, M Lefeuvre, E Brown

Index: Plusquellec, Daniel; Roulleau, Fabienne; Lefeuvre, Martine; Brown, Eric Tetrahedron, 1988 , vol. 44, # 9 p. 2471 - 2476

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Citation Number: 28

Abstract

Acyl chlorides and alkylchloroformates smoothly reacted with one molar equivalent of sodium hydxoxide, using liquid-liquid phase transfer conditions to afford high yields of the corresponding symmtrical carboxylic and carbonic hemiester anhydrides. Unstable, anhydrides such as 4-nitrobenzoïc, 2-furoïc and methacrylic anhydrides, which are otherwise difficult to obtain, were easily prepared by this method. The reaction mechanism ...