Journal of heterocyclic chemistry

Synthesis of 7??azadispiro [5.1. 5.2] pentadecane and 6??azadispiro [4.1. 5.2] tetradecane

ER Wagner, DP Matthews

Index: Wagner, E. R.; Matthews, D. P. Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 1289 - 1291

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Abstract

Abstract Two new, hindered secondary amines, 7-azadispiro [5.1. 5.2] pentadecane hydrochloride (1a) and 6-azadispiro [4.1. 5.2] tetradecane hydrochloride (1b), have been prepared in four steps from 1-ethynylcyclohexylamine (2). The final thermal cyclization of 1- (2-(1-aminocyclohexyl) ethyl) cyclohexyl chloride (5a) produces 1-(2-(1-aminocyclohexyl) ethyl) cyclohexene hydrochloride (6a) and an unsaturated hydrocarbon 7 in addition to 1a.