反应详情

To a solution of (2RS,3RS)-3-hydroxy-3-(1-naphthalenyl)-2-((4-(trifluoromethyl)phenyl)methyl)propionic acid (2.64 g, 7.05 mmol) in tetrahydrofuran (50 ml) were added diphenylphosphoryl azide (1.67 ml, 7.76 mmol) and triethylamine (1.5 ml, 10.6 mmol) and the mixture was heated under reflux for 1 hr. The reaction solution was diluted with water (300 ml) and extracted with ethyl acetate (200 ml×2). The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated under reduced, pressure. The residue was recrystallized from ethyl acetate-hexane to give (4RS,5SR)-5-(1-naphthalenyl)-4-((4-(trifluoromethyl)phenyl)methyl)-1,3-oxazolidin-2-one (2.19 g, 84%).

1. temperaturethe mixture was heated
2. temperatureunder reflux for 1 hr
3. extractionextracted with ethyl acetate (200 ml×2)
4. washThe extract was washed with saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. customevaporated
7. customThe residue was recrystallized from ethyl acetate-hexane