反应详情

温度

-20 °C

Dimethyl sulfide (0.54 mL, 7.42 mmol) was added dropwise at 0° C. to a suspension of N-chlorosuccinimide (0.99 g, 7.42 mmol) in dichloromethane (10 mL). The reaction mixture was cooled to −20° C. and a solution of 1H-indole-6-carboxylic acid methyl ester (1.0 g, 5.71 mmol) in dichloromethane (10 mL) was added. The reaction mixture was warmed to room temperature and stirred for 1 h. The solvent was evaporated and the residue and xylene (50 mL) were refluxed at 140-150° C. for 1 h. The xylene was removed under vacuum and the remnant purified by column chromatography [100-200 mesh silica; dichloromethane/hexane=1:1]. Light brown solid. Yield: 0.9 g (71% of theory). HPLC-MS (method 5): Rt=3.26 min; m/z [M+H]+=222

1. temperatureThe reaction mixture was warmed to room temperature
2. customThe solvent was evaporated
3. temperaturethe residue and xylene (50 mL) were refluxed at 140-150° C. for 1 h
4. customThe xylene was removed under vacuum
5. customthe remnant purified by column chromatography [100-200 mesh silica; dichloromethane/hexane=1:1]