Cyclopentanecarbonyl chloride

Phenyl-l-cyclopentanecarbonyl chloride was obtained by treatment of 1-phenyl-l-cyclopentane carboxylic acid with thionyl chloride. 

A mixture of 0.5 mol of 1-phenyl-l-cyclopentanecarbonyl chloride and of 0.5 mol of 2-(2-diethylaminoethoxy)ethanol (herein-after referred to as the amino alcohol) in 300 ml of toluene is heated under reflux for 20 h. The mixture is thereafter made alkaline by means of an aqueous solution of caustic soda and decanted the toluenic layer is washed with water and concentrated in vacuo. The residue is distilled under high vacuum. After two fractional distillations, the 2-(2-diethylaminoethoxy)ethyl 1-phenylcyclopentane-carboxylate is obtained, in 85% yield. Boiling point 164°C/0.1 mm. Hg. 

Formation. The aluminium-chloride-catalysed reaction of cyclopentanecarbonyl chloride with allyl chloride, followed by treatment with phosphorus sulphide, results in 2-cyclopentylthiophen (191). Thermolysis of the triazolines (192 NR2 = morpholino) yields a mixture of the elimination products (193) and the... 

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