Condensations. XVII. The Acylation of the Anions of Certain Alkyl Esters with Phenyl Esters. A New Method for the Preparation of Ethyl Propionylacetate and Certain …

B Abramovitch, CR Hauser

Index: Abramovitch; Hauser Journal of the American Chemical Society, 1942 , vol. 64, p. 2274

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Citation Number: 6

Abstract

The difficulty in effecting satisfactorily the Claisen condensation between two different alkyl esters both of which have a-hydrogen is well known. Even when the ester to be acylated is first converted largely into its anion (or sodium enolate) by means of sodium triphenylmethyl and the anion then treated with the acylating ester, a mixture of P-keto esters is generally~ btained.~ Evidently, the ester anion reacts with the a-hydrogen of the second ester more ...