Cyclopentanone → HCID 59602251, compound

Participants

Reaction Conditions

Reaction Steps

With stirring under nitrogen atmosphere at 40° C., 500 ml of toluene was added dropwise to a tetrahydrofuran solution of 0.95 mol methylmagnesium chloride (which had been prepared from 23 g of metallic magnesium, 500 ml of tetrahydrofuran and chloromethane), and then a mixture of 73 g of spiro[4.5]decan-1-one (which had been synthesized from cyclopentanone by a method as described in A. P. Krapcho, Synthesis, 1974, p 383 and references cited therein) and 1300 ml of toluene added. The reaction mixture was stirred overnight at 70° C. and returned to room temperature, after which a saturated ammonium chloride aqueous solution was added to stop the reaction. Through ordinary work-up of extraction, washing and drying, and subsequent vacuum distillation, there was obtained 50.2 g (yield 63%) of the target compound, 1-methylspiro[4.5]decan-1-ol.

Provenance & Evidence