反应详情

To a solution of 1,1-dimethylethyl (4RS,5RS)-5-(4-fluorophenyl)-2-oxo-4-((4-(trifluoromethyl)phenyl)methyl)-1,3-oxazolidine-3-carboxylate (3.7 g, 8.42 mmol) in methanol (20 ml) was gradually added a solution of sodium hydroxide (0.40 g, 10.10 mmol) in methanol (20 ml) under ice-cooling. The reaction solution was stirred for 1 hr, diluted with 1N hydrochloric acid (15 ml) and water (100 ml), and extracted with ethyl acetate (100 ml×2). The extract was washed with 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) and recrystallized from ethyl acetate-hexane to give the title compound (2.24 g, 64%).

1. temperaturecooling
2. extractionextracted with ethyl acetate (100 ml×2)
3. washThe extract was washed with saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. customevaporated under reduced pressure
6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1)
7. customrecrystallized from ethyl acetate-hexane