反应详情

To a solution of ethyl 3-(4-fluorophenyl)-3-oxo-2-((4-(trifluoromethyl)phenyl)methyl)propionate (20.8 g, 56.5 mmol) in methanol (500 ml) was added manganese (II) chloride (14.2 g, 113 mmol), and the mixture was stirred at room temperature for 30 min. To the reaction solution was added sodium borohydride (4.28 g, 113 mmol) under ice-cooling, and the mixture was stirred for 20 min. The reaction solution was poured into 1N hydrochloric acid (300 ml) and extracted with ethyl acetate (500 ml×2). The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give ethyl (2RS,3RS)-3-(4-fluorophenyl)-3-hydroxy-2-((4-(trifluoromethyl)phenyl)methyl)propionate (11.1 g, 53%) as a colorless oil.

1. temperaturecooling
2. stirringthe mixture was stirred for 20 min
3. extractionextracted with ethyl acetate (500 ml×2)
4. washThe extract was washed with water and saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. customevaporated under reduced pressure
7. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1)