Synthesis of bicyclo [3.3. 1] nonanes. Products of the Friedel-Crafts reaction of 3-(3-cyclohexen-1-yl) propionyl chloride

EN Marvell, RS Knutson, T McEwen…

文献索引：Marvell,E.N. et al. Journal of Organic Chemistry, 1970 , vol. 35, p. 391 - 396

全文：HTML全文

被引用次数: 5

摘要

A series of bicyclo [3.3. 1] nonane derivatives can be prepared by a Friedel-Crafts reaction of 3-(3-cyclohexen-I-y1) propionyl chloride (2) under various conditions. Stannic chloride in chloroform gives 7-bicyclo [3.3. l] nonen-2-one (3) and 8-chloro-2-bicyclo [3.3. l] nonanone (4). Aluminum chloride in 1, Z-dichloroethane leads to 6-chloro-2-bicyclo [3.3. 1] nonanone (7), which ctln be converted into 6-bicyclo [3.3. l] nonen-2-one (8). With aluminum chloride ...