Journal of the American Chemical Society

Participation by adjacent nitrogen during solvolysis of bridgehead halide, 1-chloro-3, 3-dimethyl-2-azabicyclo [2.2. 2] octane

TA Wnuk, P Kovacic

文献索引：Wnuk,T.A.; Kovacic,P. Journal of the American Chemical Society, 1975 , vol. 97, p. 5807 - 5810

被引用次数: 11

摘要

Abstract: The solvolysis of l-chloro-3, 3-dimethyI-2-azabicyclo [2.2. 2] octane (2) was examined in 70% dioxane-water and in absolute ethanol. The sole products were 4-[2- amino-2-propyl] cyclohexanone (8) and l-ethoxy-3, 3-dimethyI-2-azabicy-clo [2.2. 2] octane (9). respectively. The first-order rate constants at 52O were (3.7 f 0.13) X sec-I, respectively. The corresponding carbon analogs, l-bromo-3, 3-dimethylbicyclo [2.2. 2] octane (6) and 1- ...