1103585-29-0Relevant articles and documents
Microwave-enhanced radical reactions at ambient temperature Part 3: Highly selective radical synthesis of 3-cyclohexyl-1-phenyl-1-butanone in a microwave double cylindrical cooled reactor
Horikoshi, Satoshi,Tsuzuki, Junichi,Kajitani, Masatsugu,Abe, Masahiko,Serpone, Nick
, p. 2257 - 2262 (2008)
The microwave-enhanced synthesis of 3-cyclohexyl-1-phenyl-1-butanone (CPB) from crotonophenone and iodocyclohexane in the presence of t-BuOOH and triethylborane was examined at ambient temperature and under reflux conditions in bulk solution using no less than four different synthetic protocols. Chemical yields of CPB (93 and 95%, respectively) obtained after 60 and 120 min under microwave dielectric heating coupled to a cooling system (MW/Cool protocol) for a reaction temperature of 20-24°C exceeded the yields from the reaction occurring at room temperature (24°C; no microwaves; 40% and 72%) for the same reaction times and temperature. The competitive radical reaction to produce CPB and a small amount of by-products generated from the thermally-induced synthesis by the non-selective radical reaction was restricted solely to the process occurring at ambient temperature (RT protocol), under microwave dielectric heating to reflux (MW protocol) and heating with an oil-bath also to reflux (Oil-bath protocol). By contrast, no by-products were generated or detected for the reaction taking place by the MW/Cool method. Comparison of product yields under conditions of identical temperature conditions must involve some specific microwave effect in the synthesis of the title compound. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2008.
