反应详情

To a solution of 3-cyano-4-fluoronitrobenzene (7.0 g, 42.1 mmol) and 5-amino-2-chloro-4-fluorophenol (6.8 g, 42.1 mmol) in N,N-dimethylformamide (200 ml) was added potassium carbonate (8.71 g, 63.1 mmol), and the mixture was stirred at room temperature for 1 hr. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. Water (200 mL) was added to the residue, and the mixture was extracted with ethyl acetate (270 mL)/tetrahydrofuran (30 mL). The organic layer was washed with saturated brine (200 mL×2) and dried over anhydrous sodium sulfate. Insoluble material was filtered off, and the filtrate was purified by basic silica gel column chromatography (eluate: ethyl acetate). The obtained solution was concentrated under reduced pressure to give the title compound (13.1 g, quantitative) as a yellow powder.

1. filtrationInsoluble material was filtered off
2. concentrationthe filtrate was concentrated under reduced pressure
3. additionWater (200 mL) was added to the residue
4. extractionthe mixture was extracted with ethyl acetate (270 mL)/tetrahydrofuran (30 mL)
5. washThe organic layer was washed with saturated brine (200 mL×2)
6. dry with materialdried over anhydrous sodium sulfate
7. filtrationInsoluble material was filtered off
8. customthe filtrate was purified by basic silica gel column chromatography (eluate: ethyl acetate)
9. concentrationThe obtained solution was concentrated under reduced pressure