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 stirred solution of (S)-tert-butyl((3-hydroxyphenyl)(phenyl)methyl)-carbamate (1.76 g, 5.9 mmol) in DMF (10 mL) was added cesium carbonate (4.0 g, 12.0 mmol). The reaction mixture was then stirred at room temperature for 20 minutes. 4-(2-Bromoethoxy)benzenecarboxaldehyde (1.35 g, 5.9 mmol) was added and the reaction mixture was stirred at room temperature for 5 hours. The reaction mixture was diluted with water and extracted with ethyl acetate (×3). The combined organic extracts were washed with brine (×3), dried (magnesium sulfate), filtered and the solvent evaporated at reduced pressure. The residue was purified by flash column chromatography eluting with 0 to 50% ethyl acetate/iso-hexane to afford the title compound (1.6 g, 61%).
WORKUP
后处理
- stirringthe reaction mixture was stirred at room temperature for 5 hours
- extractionextracted with ethyl acetate (×3)
- washThe combined organic extracts were washed with brine (×3)
- dry with materialdried (magnesium sulfate)
- filtrationfiltered
- customthe solvent evaporated at reduced pressure
- customThe residue was purified by flash column chromatography
- washeluting with 0 to 50% ethyl acetate/iso-hexane