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
CONDITIONS
反应条件
- 温度
- 25 °C
PROCEDURE
实验过程
A mixture of (S)-4-(t-butyl-dimethyl-silanyloxy)-2-[4-(2-chloro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-butyric acid methyl ester (250 mg, 0.57 mmol) in a 1:1 solution of tetrahydrofuran:water (8 mL) was treated with lithium hydroxide monohydrate (48 mg, 1.14 mmol) and stirred for 1.5 h at 25° C. After such time, the mixture was concentrated in vacuo to remove the tetrahydrofuran and diluted with water (10 mL) and the pH adjusted to pH=5 with 1N aqueous hydrochloric acid and extracted with ethyl acetate. The organic layers were then dried and concentrated in vacuo to afford (S)-4-(t-butyl-dimethyl-silanyloxy)-2-[4-(2-chloro-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-butyric acid (195 mg, 81%) as an off-white foam: HR-ES-MS m/z calculated for C20H28NO5ClSi [M+H]+ 426.1498, observed 426.1498.
WORKUP
后处理
- concentrationAfter such time, the mixture was concentrated in vacuo
- customto remove the tetrahydrofuran
- additiondiluted with water (10 mL)
- extractionextracted with ethyl acetate
- customThe organic layers were then dried
- concentrationconcentrated in vacuo