反应详情

温度

40 °C

To a solution of 5-methylindole (90 mg, 0.78 mmol) dissolved in THF (3 mL) was added 0.95M ethylmagnesium bromide (0.83 mL, 0.78 mmol) at 40° C., and the whole was stirred at 40° C. for 45 minutes. Successively, thereto was added a solution of 2,3-dibromo-N-methylmaleimide (100 mg, 0.39 mmol) dissolved in THF (5 mL), followed by stirring under heating and refluxing for 3 hours. After 20% aqueous citric acid solution (1 mL) was added thereto under ice cooling and the whole was stirred, THF was removed by concentration under reduced pressure and the resulting concentrate was extracted with ethyl acetate. The extract was dried over sodium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (ethyl acetate:n-hexane=1:1) to obtain 2-bromo-3-(5-methyl-1H-indol-3-yl)-N-methylmaleimide (108 mg, 86.3%) as red solids.

1. stirringby stirring
2. temperatureunder heating
3. temperaturerefluxing for 3 hours
4. stirringunder ice cooling and the whole was stirred
5. customTHF was removed by concentration under reduced pressure
6. concentrationthe resulting concentrate
7. extractionwas extracted with ethyl acetate
8. dry with materialThe extract was dried over sodium sulfate
9. concentrationconcentrated under reduced pressure
10. customThe residue was purified by column chromatography over silica gel (ethyl acetate:n-hexane=1:1)