反应详情

300 mg of 4-(4-fluorophenyl)-4-hydroxy-1-phenylcyclohexanecarbonitrile were dissolved in 2.5 ml of dry DMF in a flask which had been dried and flushed with argon, treated under argon with 73 mg of sodium hydride (80% strength in mineral oil) and stirred for 30 min at room temperature. Subsequently, 0.14 ml of iodomethane was slowly added dropwise under argon. The reaction mixture was stirred for 3 h, then treated with water and extracted with EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. The crude product, a brown oil, was purified by chromatography on silica gel using HEP/EA (2:1). 290 mg of the title compound were obtained as a white amorphous solid.

1. customhad been dried
2. customflushed with argon
3. additiontreated under argon with 73 mg of sodium hydride (80% strength in mineral oil)
4. additionSubsequently, 0.14 ml of iodomethane was slowly added dropwise under argon
5. stirringThe reaction mixture was stirred for 3 h
6. additiontreated with water
7. extractionextracted with EA
8. dry with materialThe combined organic phases were dried over magnesium sulfate
9. customthe solvent was removed in vacuo
10. customThe crude product, a brown oil, was purified by chromatography on silica gel using HEP/EA (2:1)