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
- 50 °C
PROCEDURE
实验过程
A solution of tert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.070 g, 0.020 mmol) in methanol (2.0 mL) was added with 5-methyl-1H-indole-3-carboxaldehyde (0.034 g, 0.021 mmol). Then, the mixture was added with 5 drops of piperidine, and the mixture was stirred at 50° C. for 2 hours. The reaction mixture was cooled to room temperature, and then filtered through Celite, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (93:7)) to obtain tert-butyl (Z)-4-({6-hydroxy-2-[(5-methyl-1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.056 g, 55%).
WORKUP
后处理
- temperatureThe reaction mixture was cooled to room temperature
- filtrationfiltered through Celite
- concentrationthe filtrate was concentrated under reduced pressure
- washThe residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (93:7))