Journal of the American Chemical Society

The Synthesis of Two Seven-membered Ring Homologs of Demerol1

FF Blicke, EP Tsao

Index: Blicke; Tsao Journal of the American Chemical Society, 1953 , vol. 75, p. 3999,4001

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Citation Number: 8

Abstract

(Belo. C kh. Acto, 8%, 2489 (1949)) for the preparation of Demerol and a numbrr of its homologs. chloride with the formation of 1-methyl-4-phenyl-4-cyanohexamethylenimine (IV). Hydrolysis and esterification of IV yielded l-methyl-4-phenyl-4- carbethoxyhexamethylenimine (V) which was converted by lithium aluminum hydride into l- methyl-4-phenyl-4-(hydroxymethyl)-hexamethylenimine (VI). The alcohol VI was ...