Rearrangement of 2, 4, 6-Triisopropylbenzyltrimethylammonium Ion by Sodium Amide to Form an exo-Methylenecyclohexadieneamine and its Reactions1

DN Van Eenam, CR Hauser

Index: Van Eenam; Hauser Journal of the American Chemical Society, 1957 , vol. 79, p. 5520,5523

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Citation Number: 13

Abstract

The 2, 4, 6-triisopropylbenzyltrimethylammonium ion was rearranged by sodium amide in liquid ammonia to form an exo-methylenecyclohexadieneamine that was rearranged thermally to a P-arylethylamine. The exo-methyleneamine was decomposed by acid to form an aromatic hydrocarbon and an aromatic amine, the relative yields of these products depending upon the strength of the acid. The methiodide of the exo-methyleneamine and ...