反应详情

温度

90 °C

To a mixture of 1-acetyl-6-bromo-5-fluoro-2,2-dimethylindolin-3-one (D89) (297 mg, 0.990 mmol) in ethanol (3 mL) was added 2M aqueous sodium hydroxide (0.594 mL, 1.188 mmol) and the mixture was heated at 90° C. for 1 h. After cooling to RT, ethanol was evaporated in vacuo. Aqueous residue was poured into water (10 mL) and extracted with ethyl acetate (10 mL×3). The organic layers were combined, washed with brine (10 mL), dried over MgSO4, filtered and evaporated in vacuo. The crude residue was purified by chromatography on silica, eluting with a gradient of 0-40% ethyl acetate in cyclohexane to give title compound (244.1 mg). LCMS (A): m/z (M+H)+ 258/260, C10H9BrFNO requires 257/259 (acidic).

1. temperatureAfter cooling to RT
2. customethanol was evaporated in vacuo
3. additionAqueous residue was poured into water (10 mL)
4. extractionextracted with ethyl acetate (10 mL×3)
5. washwashed with brine (10 mL)
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. customevaporated in vacuo
9. customThe crude residue was purified by chromatography on silica
10. washeluting with a gradient of 0-40% ethyl acetate in cyclohexane