A reinvestigation of the stevens rearrangement of 1??benzyl??1, 3, 4??trimethyl??1, 2, 5, 6??tetrahydropyridinium salts

J Bosch, M Rubiralta, A Domingo…

Index: Bosch, Joan; Rubiralta, Mario; Domingo, Antonio; Sistare, Jose Journal of Heterocyclic Chemistry, 1981 , vol. 18, p. 47 - 54

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Abstract

Abstract Authentic samples of 1, 3, 3-trimethyl-2-(3, 4, 5-trimethoxyphenyl)-4- methylenepiperidine (Ia) and 2-(p-chlorophenyl)-1, 3, 3-trimethyl-4-methylenepiperidine (Ib) are prepared by Mannich condensation between 4-methyl-1-methylamino-3-pentanone hydrochloride (VI) and an aromatic aldehyde, followed by a Wittig reaction on the resulting 4- piperidone. Comparing the physical and spectroscopic properties of Ia and Ib with those of ...