反应详情

A reaction vessel was charged with sodium hydride (as a 60% oil dispersion, 5.0 g, 125 mmol), DME (40 ml) and 2-chloro-5-trifluoromethylpyridine (6.93 g, 38.2 mmol). 2-Chloro-4-fluoroacetophenone (6.8 g, 39.4 mmol) in DME (10 ml) was added in portions to the mixture under nitrogen at room temperature. The mixture was stirred at ambient temperature for one hour then at 40-45° C. overnight. Upon the completion of the reaction, the mixture was cooled to 5° C. and 10% aqueous sodium hydroxide solution (20 ml) was slowly added to the reaction mixture. The mixture was partitioned between diethylether (300 ml) and water (300 ml). The layers were separated, the organics dried over magnesium sulfate and concentrated to dryness. The residue was purified by column chromatography on silica eluting with diethylether-cyclohexane (1:3). Concentration of the appropriate fractions afforded 8.10 g (67%) of the title compound.

1. customat 40-45° C.
2. customovernight
3. customUpon the completion of the reaction
4. temperaturethe mixture was cooled to 5° C.
5. customThe mixture was partitioned between diethylether (300 ml) and water (300 ml)
6. customThe layers were separated
7. dry with materialthe organics dried over magnesium sulfate
8. concentrationconcentrated to dryness
9. customThe residue was purified by column chromatography on silica eluting with diethylether-cyclohexane (1:3)