反应详情

温度

50 °C

To a solution of 1-(3-bromobutyl)-3-(4-fluorophenyl)urea (1750 mg, 6.1 mmol) in N,N-dimethylformamide (30 mL) was added potassium tert-butoxide (920 mg, 7.0 mmol), and the mixture was stirred at 50° C. for 6 hr. The solvent was evaporated under reduced pressure, and ethyl acetate/tetrahydrofuran and 6N aqueous hydrochloric acid solution were added to the residue. The aqueous layer was extracted with ethyl acetate/tetrahydrofuran (×3). The combined organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (NH silica gel, ethyl acetate/hexane=50/50→100/0) to give the title compound (490 mg, 39%) as a white solid.

1. customThe solvent was evaporated under reduced pressure, and ethyl acetate/tetrahydrofuran and 6N aqueous hydrochloric acid solution
2. additionwere added to the residue
3. extractionThe aqueous layer was extracted with ethyl acetate/tetrahydrofuran (×3)
4. washThe combined organic layer was washed with water and saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. filtrationfiltered
7. concentrationThe filtrate was concentrated under reduced pressure
8. customthe residue was purified by silica gel column chromatography (NH silica gel, ethyl acetate/hexane=50/50→100/0)