反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
A mixture of methyl 4-oxo-4-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)butanoate (Preparation 109A, 22 mg, 0.044 mmol), THF (2 mL), MeOH (0.5 mL), water (0.5 mL) and 2N aqueous sodium hydroxide (0.2 mL, 0.400 mmol) was stirred at room temperature under nitrogen for 70 h. The reaction mixture was concentrated and the residue was acidified with 10% citric acid (1.5 mL) and extracted with dichloromethane (4×2 mL). The combined dichloromethane extracts were dried (sodium sulfate) and concentrated under reduced pressure to give 4-oxo-4-(3-(5-phenyl-4-(trifluoromethyl)isoxazol-3-yl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)butanoic acid (20 mg, 0.041 mmol, 94% yield) as a yellow solid.
WORKUP
后处理
- concentrationThe reaction mixture was concentrated
- extractionextracted with dichloromethane (4×2 mL)
- dry with materialThe combined dichloromethane extracts were dried (sodium sulfate)
- concentrationconcentrated under reduced pressure