Hydrochloric Acid → HCID 59602257, compound

Participants

Reaction Conditions

Reaction Steps

With stirring under nitrogen atmosphere at 40° C., 1300 ml of toluene was added dropwise to a tetrahydrofuran solution of 1.6 mol methylmagnesium chloride (which had been prepared from 39 g of metallic magnesium, 1300 ml of tetrahydrofuran and chloromethane) and then a mixture of 111 g of spiro[4.4]nonan-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 for 1.5 hours at 70° C. and returned to room temperature, after which 20% hydrochloric acid was added to stop the reaction. Through ordinary work-up of extraction, washing and drying, and subsequent vacuum distillation, there was obtained 103 g (yield 83%) of the target compound, 1-methylspiro[4.4]nonan-1-01.

Provenance & Evidence