反应详情

温度

140 °C

To a mixture of 2-fluoro-4-nitroaniline (7.02 g, 45.0 mmol), Cs2CO3 (29.3 g, 90.0 mmol), KI (16.6 g, 100 mmol) and DMF (100 mL) was added 2-(3-chloropropyl)tetrahydrofuran (7.43 g, 50.0 mmol) dropwise under N2 and the mixture was stirred at 140° C. for 48 h. The mixture was cooled to rt and filtered and the filtrate was concentrated in vacuo. To the residue was added water (30 mL) and the mixture was extracted with DCM (30 mL×4). The combined organic layers were washed with brine (40 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=20:1) to give the title compound as a yellow solid (3.74 g, 31%).

1. temperatureThe mixture was cooled to rt
2. filtrationfiltered
3. concentrationthe filtrate was concentrated in vacuo
4. additionTo the residue was added water (30 mL)
5. extractionthe mixture was extracted with DCM (30 mL×4)
6. washThe combined organic layers were washed with brine (40 mL×2)
7. dry with materialdried over anhydrous Na2SO4
8. concentrationconcentrated in vacuo
9. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=20:1)