反应详情

温度

55 °C

2-(2,4-Difluorophenyl)-2-[(1R)-1-(3,4,5,6-tetrahydro-2H-pyran-2-yl)oxyethyl]oxirane (82 g) (synthesized by a method disclosed in the Japanese Laid-Open Publication Hei-04/74168) and 6.3 g of pyridinium p-toluenesulfonate were dissolved in 600 ml of ethanol and the solution was stirred at 55° C. for one hour. The reaction solution was concentrated under reduced pressure. The residue was dissolved in one liter of ethyl acetate and the resulting solution was washed with water (2×200 ml). The aqueous layer was extracted with ethyl acetate (2×100 ml). The organic layers were combined, washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: hexane/ethyl acetate=10/1 to 8/1 to 3/1) to give 31.5 g of (1R)-1-[2-(2,4-difluorophenyl)-2-oxiranyl]ethanol as a pale yellow oil.

1. concentrationThe reaction solution was concentrated under reduced pressure
2. dissolutionThe residue was dissolved in one liter of ethyl acetate
3. washthe resulting solution was washed with water (2×200 ml)
4. extractionThe aqueous layer was extracted with ethyl acetate (2×100 ml)
5. washwashed with a saturated aqueous solution of sodium chloride
6. dry with materialdried over magnesium sulfate
7. distillationdistilled off under reduced pressure
8. customThe residue was purified by silica gel chromatography (eluent: hexane/ethyl acetate=10/1 to 8/1 to 3/1)