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…
Index: Marvell,E.N. et al. Journal of Organic Chemistry, 1970 , vol. 35, p. 391 - 396
Full Text: HTML
Citation Number: 5
Abstract
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 ...
Related Articles:
[Gagnier, Steve V.; Larock, Richard C. Journal of the American Chemical Society, 2003 , vol. 125, # 16 p. 4804 - 4807]
[Gagnier, Steve V.; Larock, Richard C. Journal of the American Chemical Society, 2003 , vol. 125, # 16 p. 4804 - 4807]
[Odedra, Arjan; Datta, Swarup; Liu, Rai-Shung Journal of Organic Chemistry, 2007 , vol. 72, # 9 p. 3289 - 3292]
[Shono, Tatsuya; Kise, Naoki; Fujimoto, Taku; Tominaga, Naoto; Morita, Hiroshi Journal of Organic Chemistry, 1992 , vol. 57, # 28 p. 7175 - 7187]
[Odedra, Arjan; Datta, Swarup; Liu, Rai-Shung Journal of Organic Chemistry, 2007 , vol. 72, # 9 p. 3289 - 3292]