反应详情

温度

-15 °C

p-Toluenesulfonyl chloride (9.03 g, 0.0474 mol) in pyridine (25 mL) was added dropwise to a cooled (−15° C.) solution of ethyl 3-{3-[(1S)-1,2-dihydroxyethyl]-4,5-difluorophenyl}pentanoate (13.02 g, 0.043 mol) in pyridine (50 mL) under N2. The reaction was stirred at −15° C. and warmed to RT overnight. The reaction mixture was quenched with H2O and extracted three times with ethyl ether. The combined ether layers were washed with 1N HCl, sat. CuSO4, and brine. The organic layer was dried over Na2SO4, filtered, and concentrated. Column chromatography (hexane:ethylacetate, 0-30%) yielded the desired product (14.68 g, 75%).

1. temperaturewarmed to RT overnight
2. customThe reaction mixture was quenched with H2O
3. extractionextracted three times with ethyl ether
4. washThe combined ether layers were washed with 1N HCl, sat. CuSO4, and brine
5. dry with materialThe organic layer was dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated