Synthetic Communications

Tandem one-pot conversion of aldehydes into ethyl esters

PJ Siler, ST Chill, RC Mebane

Index: Siler, Patrick J.; Chill, Samuel T.; Mebane, Robert C. Synthetic Communications, 2011 , vol. 41, # 8 p. 1247 - 1250

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Citation Number: 3

Abstract

Abstract A facile one-pot synthesis of ethyl esters from aldehydes has been developed. This tandem process involves the formation of a nitrile intermediate obtained from the reaction of an aldehyde with hydroxylamine hydrochloride in dimethylsulfoxide (DMSO) at 100° C and the subsequent reaction of the nitrile with ethanol and sulfuric acid at 130° C. The resulting ethyl ester products were produced in good yields (65–90%) and high purity (> 95%).

~82%

~69%

~90%

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