反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
产物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a solution of 2-phenyl-1H-indole (0.425 g, 2.20 mmol) in N,N-dimethylformamide (2 mL) was added sodium hydride (60% in oil, 88 mg, 2.20 mmol), and the mixture was stirred at room temperature for 30 min. A solution of sodium iodide (0.330 g, 2.20 mmol) and methyl [6-(3-chloropropoxy)-2,3-dihydro-1-benzofuran-3-yl]acetate (0.589 g, 2.07 mmol) in N,N-dimethylformamide (3 mL) was added to the reaction mixture, and the mixture was stirred at room temperature for 18 hr. Water and saturated aqueous ammonium chloride solution were added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (10%-40% ethyl acetate/hexane) to give the title compound (0.160 g, yield 18%) as a colorless oil.
WORKUP
后处理
- stirringthe mixture was stirred at room temperature for 18 hr
- extractionthe mixture was extracted with ethyl acetate
- washThe extract was washed with saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
- customThe residue was purified by silica gel column chromatography (10%-40% ethyl acetate/hexane)