反应详情

温度

50 °C

With stirring under nitrogen atmosphere at 50° C., a mixture of 44.3 g of dispiro[4.1.4.3]tetradecan-6-one (which had been synthesized from spiro[4.5]decan-6-one by a method as described in A. P. Krapcho, Synthesis, 1974, p 383 and references cited therein) and 50 ml of tetrahydrofuran was added dropwise to a tetrahydrofuran solution of 0.43 mol methylmagnesium chloride (which had been prepared from 10.45 g of metallic magnesium, 150 ml of tetrahydrofuran and chloromethane), during which time the temperature was kept below 60° C. The reaction mixture was cooled 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 46.3 g (yield 97%) of the target compound, 6-methyldispiro[4.1.4.3]-tetradecan-6-ol.

1. customKrapcho, Synthesis, 1974, p 383 and references
2. customwas kept below 60° C
3. temperatureThe reaction mixture was cooled to room temperature
4. customthe reaction
5. extractionThrough ordinary work-up of extraction
6. washwashing
7. customdrying
8. distillationsubsequent vacuum distillation