反应详情

温度

0 °C

5-(2-Cyanophenyl)indole (5.04 mmoles, 1.1 g) in 70 ml THF was treated with sodium hydride (255 mg, 50% in mineral oil) and stirred at 0° C. for 30 minutes. Ethyl 2-bromooctanoate (5.5 mmoles) in 40 ml THF was added dropwise. The reaction was stirred at room temperature for 4 hours, cooled, poured onto ice, extracted with ethyl acetate. The organic phase was dried and concentrated. The intermediate was chromatographed over silica gel eluted with 20% ether in hexane. The reaction yielded 1.1 g of ethyl 2-[5-(2-cyanophenyl)indol-1-yl]octanoate. (MS)

1. stirringThe reaction was stirred at room temperature for 4 hours
2. temperaturecooled
3. additionpoured onto ice
4. extractionextracted with ethyl acetate
5. customThe organic phase was dried
6. concentrationconcentrated
7. customThe intermediate was chromatographed over silica gel
8. washeluted with 20% ether in hexane