反应详情

2-Fluoro-4-nitrotoluene (1.55 g, 10 mmol), N-bromosuccinimide (1.82 g, 10 mmol), and benzoyl peroxide (0.1 g, 0.4 mmol) were dissolved in CCl4 (50 mL). The mixture was heated at reflux, and irradiated with light (100 W bulb) for 4 hours. The reaction mixture was then filtered and concentrated. The residue was dissolved in THF (50 mL). Morpholine (1.91 g, 22 mmol) was added to it. The mixture was stirred at ambient temperature for 1 hour and then filtered. The filtrate was evaporated. The bright orange residue was purified by column chromatography eluted with hexane:ethyl acetate, 10:1 to provide 4-(2-fluoro-4-nitrobenzyl)morpholine (1.32 g, 5.5 mmol, yield 55%).

1. temperatureThe mixture was heated
2. temperatureat reflux
3. customirradiated with light (100 W bulb) for 4 hours
4. filtrationThe reaction mixture was then filtered
5. concentrationconcentrated
6. dissolutionThe residue was dissolved in THF (50 mL)
7. filtrationfiltered
8. customThe filtrate was evaporated
9. customThe bright orange residue was purified by column chromatography
10. washeluted with hexane