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119.0 g of cyclopentyl bromide and 19.4 g of magnesium are reacted in ether or THF to give a cyclopentyl Grignard reagent.The best yields are obtained if the ether solvent is distilled from the Grignard under vacuum and replaced with hydrocarbon solvent,such as benzene.55.2 g of o-chlorobenzonitrile is then added to the reaction mixture and stirred for three days.The reaction is then hydrolyzed by pouring it onto a mixture of crushed ice and ammonium chloride,containing some ammonium hydroxide.Extraction of the mixture with organic solvent gives o-chlorophenylcyclopentylketone,bp 96-97 C (0.3 mm Hg) (CAS# 6740-85-8).
119.0 g of cyclopentyl bromide and 19.4 g of magnesium are reacted in ether or THF to give a cyclopentyl Grignard reagent.The best yields are obtained if the ether solvent is distilled from the Grignard under vacuum and replaced with hydrocarbon solvent,such as benzene.55.2 g of o-chlorobenzonitrile is then added to the reaction mixture and stirred for three days.The reaction is then hydrolyzed by pouring it onto a mixture of crushed ice and ammonium chloride,containing some ammonium hydroxide.Extraction of the mixture with organic solvent gives o-chlorophenylcyclopentylketone,bp 96-97 C (0.3 mm Hg) (CAS# 6740-85-8).
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