Journal of the American Chemical Society

The relative reactivities of the isomeric methyl pyridinecarboxylates in the acylation of certain ketones. The synthesis of β-diketones containing pyridine rings

R Levine, JK Sneed

Index: Levine; Sneed Journal of the American Chemical Society, 1951 , vol. 73, p. 5614

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Citation Number: 56

Abstract

Using sodium methoxide to effect the condensations, the relative reactivities of the three methyl pyridinecarboxylates and methyl benzoate in the Claisen acylation of acetone, acetophenone and pinacolone have been found to be methyl picohate> isonicotinate> nicotinate and/or benzoate. An explanation for this order of reactivity is given and certain comments on the factors influencing the Claisen acylation of methyl ketones are made.