反应详情

温度

150 °C

To a stirred solution of ethyl 4-bromo-1H-indole-2-carboxylate (500 mg, 1.86 mmol) in DMF (10 mL) was added Cu(I)CN (501 mg, 5.59 mmol) and heated to 150° C. for 24 h. The reaction mixture was cooled to room temperature, the water (25 mL) was added and the reaction mixture extracted with ethyl acetate (4×50 mL). The organic layer was washed with water (25 mL), brine (25 mL), dried over anhydrous Na2SO4 and evaporated under reduced pressure to get the crude product. The crude product was purified by column chromatography over silica gel (100-200 mesh) using a solvent gradient of 10% ethyl acetate in petroleum ether to afford 330 mg (82%) of ethyl 4-cyano-1H-indole-2-carboxylate (I-3a) as an off-white solid.

1. temperatureThe reaction mixture was cooled to room temperature
2. extractionthe reaction mixture extracted with ethyl acetate (4×50 mL)
3. washThe organic layer was washed with water (25 mL), brine (25 mL)
4. dry with materialdried over anhydrous Na2SO4
5. customevaporated under reduced pressure
6. customto get the crude product
7. customThe crude product was purified by column chromatography over silica gel (100-200 mesh)