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
To a mixture of methyl 4-hydroxybenzoate (4.84 g), potassium carbonate (4.80 g), and N,N-dimethylformamide (50 mL) was added 4-(chloromethyl)-5-methyl-2-phenyl-1,3-oxazole (6.00 g) with stirring, and the mixture was stirred at 80° C. for 3 hrs. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed successively with distilled water and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to give methyl 4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzoate (8.09 g, yield 87%) from a fraction eluted with ethyl acetate-hexane (1:3, v/v). White crystals were obtained by recrystallization from ethyl acetate-diisopropyl ether. melting point: 104-105° C.
WORKUP
后处理
- stirringthe mixture was stirred at 80° C. for 3 hrs
- extractionthe mixture was extracted with ethyl acetate
- washThe ethyl acetate layer was washed successively with distilled water and saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated