反应详情

温度

40 °C

Add p-trifluoromethylpropiophenone (75 g, 360 mmol, 1.0 equiv) to acetic acid (375 mL). Add bromine (18.1 mL, 352 mmol, 0.98 equiv) in acetic acid (375 mL) in a drop-wise fashion over 45 minutes. After completion of the addition, warm the mixture to an internal temperature of 40° C., and stir for 90 minutes. Remove the volatile components under reduced pressure, and dissolve the residue in Et2O (300 mL). Treat with a saturated sodium bicarbonate aqueous solution (4×200 mL) being cautious of vigorous gas evolution. Separate the organic phase, and dry over MgSO4. Remove the solids by filtration; collect the filtrate; and concentrate the filtrate under reduced pressure to give the title compound as a colorless oil which solidifies on standing (93 g, 92.0% yield). 1H NMR (400 MHz, d6-DMSO) δ 8.13 (d, J=8.3 Hz, 2H), 7.76 (d, J=8.3 Hz, 2H), 5.27 (q, J=6.5 Hz, 1H), 1.93 (d, J=6.5 Hz, 3H).

1. additionAfter completion of the addition
2. customRemove the volatile components under reduced pressure
3. dissolutiondissolve the residue in Et2O (300 mL)
4. additionTreat with a saturated sodium bicarbonate aqueous solution (4×200 mL)
5. customSeparate the organic phase
6. dry with materialdry over MgSO4
7. customRemove the solids
8. filtrationby filtration
9. customcollect the filtrate
10. concentrationand concentrate the filtrate under reduced pressure