Journal of the American Chemical Society

Alkylation of Cyclopropyl Phenyl Ketone

FJ Piehl, WG Brown

Index: Piehl; Brown Journal of the American Chemical Society, 1953 , vol. 75, p. 5023,5025

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Citation Number: 12

Abstract

Evidence bearing on the lability of ring hydrogens in cyclopropyl ketones and esters is discussed. It is shown that cyclopropyl phenyl ketone, with sodamide or sodium triphenylmethyl as condensing agent, undergoes normal replacement of the a-hydrogen atoms in benzylation and carbethoxylation. However, ethyl cyclopropanecarboxylate reacts with these condensing agents by replacement of ethoxy groups, Le., in a manner ...