Synthetic communications

The Conversion of Amides to Esters with Meerwein'S Reagent. Application to the Synthesis of a Carfentanil Precursor.

AJ Kiessling, CK McClure

文献索引：Kiessling, Anthony J.; McClure, Cynthia K. Synthetic Communications, 1997 , vol. 27, # 5 p. 923 - 937

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被引用次数: 24

摘要

Abstract An efficient two step transformation of 1° and 2° amides to methyl and ethyl esters has been developed using trimethyl-and triethyloxonium tetrafluoroborates, and dilute acid. This methodology was applied to 1-benzyl-4-phenylamino-4-piperidinecarboxamide, a precursor in the synthesis of carfentanil, to produce the methyl ester in 60% yield and the ethyl ester in 80% yield.