反应详情

温度

100 °C

To a stirred solution of (3-bromo-4-methylphenyl)(4-ethoxyphenyl)methanone (0.864 g, 2.71 mmol) in CCl4 (3.5 mL) were added N-bromosuccimide (0.506 g, 2.84 mmol) and 2,2′-azobis(isobutyronitrile) (20 mg, 0.14 mmol). After being vigorously stirred under reflux at an external temperature of 100° C. for 110 min, additional N-bromosuccimide (0.1 g, 0.56 mmol) and 2,2′-azobis(isobutyronitrile) (20 mg, 0.14 mmol) were added. The mixture was stirred for another 30 min, then cooled with ice-water. The resulting precipitates were collected by filtration and washed with ethyl acetate. The filtrate was washed 3× with 5% citric acid, and dried over Na2SO4. Concentration under reduced pressure gave the crude product which was recrystallized from ethyl acetate to yield 0.54 g of the title compound. 1H NMR (CDCl3, 300 MHz: δ 7.96 (s, 1H), 7.80 (d, J=8.8 Hz, 2H), 7.66 (d, J=8.0 Hz, 1H), 7.56 (d, J=8.0 Hz, 1H), 6.96 (d, J=8.4 Hz, 2H), 4.64 (s, 2H), 4.13 (q, J=6.8 Hz, 2H), 1.46 (t, J=6.8 Hz, 3H); MS ESI (m/z) 397 (M+1)+, calc. 396.

1. stirringThe mixture was stirred for another 30 min
2. customThe resulting precipitates
3. filtrationwere collected by filtration
4. washwashed with ethyl acetate
5. washThe filtrate was washed 3× with 5% citric acid
6. dry with materialdried over Na2SO4
7. concentrationConcentration under reduced pressure
8. customgave the crude product which
9. customwas recrystallized from ethyl acetate