反应详情

A mixture of 3-(2-aminoethyl)indolin-2-one hydrochloride (3.20 g, 15.06 mmol), phthalic anhydride (3.34 g, 22.59 mmol) and TEA (4.56 g, 45.18 mmol) in toluene/NMP (20 mL/10 mL). The mixture was heated under reflux for 3 h. The reaction mixture was concentrated and the resulting mixture was washed with saturated aqueous ammonium chloride and brine. The separated organic layer was dried over anhydrous sodium sulfate and filtered. Concentration under vacuum gave the crude product, which was purified by silica gel column chromatography (30% ethyl acetate in petroleum ether) to afford the title compound (2.60 g, 8.50 mmol, 56% yield) as a brown solid. MS (ESI) m/z 307.2 [M+H]+.

1. temperatureThe mixture was heated
2. temperatureunder reflux for 3 h
3. concentrationThe reaction mixture was concentrated
4. washthe resulting mixture was washed with saturated aqueous ammonium chloride and brine
5. dry with materialThe separated organic layer was dried over anhydrous sodium sulfate
6. filtrationfiltered
7. concentrationConcentration under vacuum
8. customgave the crude product, which
9. customwas purified by silica gel column chromatography (30% ethyl acetate in petroleum ether)