反应详情

To a suspension of 60% sodium hydride (0.11 g, washed with hexane thrice) in dimethylformamide (10 ml) was added 3-methyl-6-(2-thienyl)-4,5,6,7-tetrahydroindol-4-one (0.60 g), and the mixture was stirred at room temperature for 30 minutes. To the mixture was added a solution of methanesulfonylchloride (0.36 g) in dimethylformamide (2 ml), and the mixture was stirred at the same temperature for 14 hours. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in ethyl acetate. The solution was washed with sodium hydrogen carbonate solution, water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure, and the residue was purified with silica gel column chromatography (EtOAc/hexane). The resulting crystals were recrystallized from ethyl acetate-hexane to give colorless crystals of 1-methanesulfonyl-3-methyl-6-(2-thienyl)-4,5,6,7-tetrahydroindol-4-one (0.28 g).

1. stirringthe mixture was stirred at the same temperature for 14 hours
2. customUnder reduced pressure, the solvent was evaporated
3. dissolutionthe residue was dissolved in ethyl acetate
4. washThe solution was washed with sodium hydrogen carbonate solution, water and saturated brine
5. dry with materialdried with magnesium sulfate
6. concentrationconcentrated under reduced pressure
7. customthe residue was purified with silica gel column chromatography (EtOAc/hexane)
8. customThe resulting crystals were recrystallized from ethyl acetate-hexane