Alkyl Carbonates in Synthetic Chemistry. II. Condensation with Ketones. Synthesis of β-Keto Esters1

VH Wallingford, AH Homeyer…

Index: Wallingford; Homeyer; Jones Journal of the American Chemical Society, 1941 , vol. 63, p. 2252

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Citation Number: 38

Abstract

R 'COCHs+(RO)* CO+ MOR+[R'COCHCOzRIM f 2ROH (1) but is not limited to methyl ketones. In 1887, Claisen* condensed acetophenone with diethyl carbonate by adding alcohol-free sodium ethylate slowly to the mixture without a solvent. Ethyl benzoylacetate was isolated in poor yield and was accompanied by high boiling by-products. Many years later Schroeter4 obtained about a 25% yield of methyl a, y-diphenylacetoacetate by ...