Water → HCID 86651747, compound

Temperature

0 °C

1-(4-Chlorophenyl)-2,2,2-trifluoroethanol (1.20 g, 5.70 mmol) was dissolved in diethyl ether (80 mL), and the resulting solution was cooled to 0° C. Then, 63% sodium hydride (217 mg, 5.70 mmol) was added thereto, and the resulting mixture was stirred for 1 hour. Thereafter, trifluoromethanesulfonyl chloride (0.910 mL, 8.55 mmol) was added dropwise thereto. Then, the temperature of the reaction solution was raised to room temperature, and the reaction solution was stirred for 2 hours. Water was added to the reaction solution, and the organic matter was extracted with ethyl acetate. The organic layer was washed with water and a saturated sodium chloride solution, then dried over anhydrous magnesium sulfate and filtered. Then, the solvent was distilled off under reduced pressure, whereby a crude product was obtained. This crude product was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 93:7 (v/v)), whereby the objective title compound was obtained as a colorless oily substance (495 mg, yield: 25%).

1. temperatureThen, the temperature of the reaction solution was raised to room temperature
2. stirringthe reaction solution was stirred for 2 hours
3. extractionthe organic matter was extracted with ethyl acetate
4. washThe organic layer was washed with water
5. dry with materiala saturated sodium chloride solution, then dried over anhydrous magnesium sulfate
6. filtrationfiltered
7. distillationThen, the solvent was distilled off under reduced pressure, whereby a crude product
8. customwas obtained
9. customThis crude product was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 93:7 (v/v)), whereby the objective title compound
10. customwas obtained as a colorless oily substance (495 mg, yield: 25%)

ORD record

ord-c0ff7490f9a94acaaa5356cb430f8244

Source dataset

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08222281B2