反应详情

温度

-25 °C

To a cooled solution (−78° C.) of 6-methoxy-3-methyl-1,3-dihydro-indol-2-one (679 mg, 3.83 mmol, example 77) in THF (13 mL) is added TMEDA (1.16 mL, 7.66 mmol) followed by dropwise addition of 2.5M n-BuLi (3.06 mL, 7.66 mmol). The mixture is stirred 15 min then warmed to −25° C. Iodomethane (275 μL, 4.40 mmol) is added dropwise and stirred for 30 min. Reaction is quenched with sat NH4Cl soln, warmed to room temp and diluted with EtOAc. Washed organic layer with sat NH4Cl soln, brine, dried over MgSO4 and concentrated. The residue is purified by flash chromatography (silica, 35% ethyl acetate in hexanes) to give the title compound as a white crystalline solid. MS (ESI) 192 (M+H)+.

1. stirringstirred for 30 min
2. customReaction
3. customis quenched with sat NH4Cl soln
4. temperaturewarmed to room temp
5. additiondiluted with EtOAc
6. dry with materialWashed organic layer with sat NH4Cl soln, brine, dried over MgSO4
7. concentrationconcentrated
8. customThe residue is purified by flash chromatography (silica, 35% ethyl acetate in hexanes)