反应详情

An oil dispersion (7.2 g) of sodium hydride (0.21 mol) and tetrahydrofuran (50 ml) were placed in a 500-ml flask equipped with a stirrer and a condenser tube, and the mixture was stirred in an ice-water bath. Indole (24.60 g, 0.21 mol) dissolved in tetrahydrofuran (100 ml) was gradually added dropwise to the mixture. After completion of addition, the ice-water bath was removed, and the mixture was stirred for one hour at room temperature. Subsequently, 2-chloroethyl p-toluenesulfonate (49.29 g, 0.21 mol) was added, and the mixture was allowed to react for 15 hours while being stirred under heat-reflux conditions. After completion of reaction, insoluble matter was removed by filtration, and the filtrate was concentrated under reduced pressure. The reaction mixture was purified by silica gel column chromatography to obtain 1-(2-chloroethyl)indole (15.4 g).

1. customequipped with a stirrer and a condenser tube
2. additionwas gradually added dropwise to the mixture
3. additionAfter completion of addition
4. customthe ice-water bath was removed
5. stirringthe mixture was stirred for one hour at room temperature
6. customto react for 15 hours
7. stirringwhile being stirred under heat-reflux conditions
8. customAfter completion of reaction, insoluble matter
9. customwas removed by filtration
10. concentrationthe filtrate was concentrated under reduced pressure
11. customThe reaction mixture was purified by silica gel column chromatography