反应详情

To a solution of 4-chloro-5-nitrocatechol (10.4 g) in N,N-dimethylformamide (55 mL) was added sodium hydride (55%, 5.04 g) under ice-cooling, and the mixture was stirred at the same temperature for 10 minutes. To the reaction mixture was added N,N-dimethylformamide (11 mL), followed by adding a solution of 2,3-difluoro-6-methoxy-benzyl bromide (14.3 g) in N,N-dimethylformamide (22 mL) under ice-cooling, and the mixture was stirred at the same temperature for 10 minutes, and then stirred at room temperature for 1.5 hours. The reaction mixture was diluted with water. The mixture was poured into 1 mol/L hydrochloric acid, and the resulting mixture was extracted with ethyl acetate. The extract was washed with water and brine, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=7/3−1/1) to give the title compound (18.5 g).

1. temperaturecooling
2. temperaturecooling
3. stirringthe mixture was stirred at the same temperature for 10 minutes
4. stirringstirred at room temperature for 1.5 hours
5. extractionthe resulting mixture was extracted with ethyl acetate
6. washThe extract was washed with water and brine
7. dry with materialdried over anhydrous sodium sulfate
8. customThe solvent was removed under reduced pressure
9. customthe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=7/3−1/1)