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 solution of methyl 3-(4-(3-methyl-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoate (Reference Example 45, 0.091 g, 0.290 mmol) and sodium hydroxide (0.50 mL, 1.0 M in water, 0.50 mmol) in methanol (5.0 mL) was stirred for 6 h at room temperature. After this time, the reaction mixture was quenched with 1.0 M hydrochloric acid (0.60 mL), diluted with ethyl acetate and separated. The organic layer was washed with water, and saturated sodium chloride, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, methylene chloride/methanol 49:1) to provide 3-(4-(3-methyl-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoic acid (0.068 g, 75%) as a white solid.
WORKUP
后处理
- customAfter this time, the reaction mixture was quenched with 1.0 M hydrochloric acid (0.60 mL)
- additiondiluted with ethyl acetate
- customseparated
- washThe organic layer was washed with water, and saturated sodium chloride
- dry with materialdried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe residue was purified by flash column chromatography (silica gel, methylene chloride/methanol 49:1)