反应详情

BBr3 (0.5 mL, 5.29 mmol) was added to (4-(2-bromoethoxy)-3-fluorophenyl)(4-methoxyphenyl)methanone (930 mg, 2.63 mmol) in dichloromethane (6 mL) at 0° C. Stirring was continued at room temperature for 2 h under a nitrogen atmosphere. The reaction mixture was quenched with ice water and extracted with dichloromethane and the white suspension was filtered off. The organic layer was washed with water and brine and then dried over sodium sulfate. Solvent evaporation under reduced pressure, followed by purification by column chromatography over silica gel (eluent: petroleum ether/ethyl acetate=5/1 to 2/1) gave 536 mg (60% yield) of the subtitle compound as a beige solid. 1H NMR (400 MHz, CDCl3) δ 7.74 (d, J=8.4 Hz, 2H), 7.59 (d, J=12.4 Hz, 1H), 7.56 (d, J=8.0 Hz, 1H), 7.03 (dd, J=8.0 Hz, 8.0 Hz, 1H), 6.92 (d, J=8.4 Hz, 2H), 5.88 (s, 1H), 4.44 (t, J=6.4 Hz, 2H), 3.70 (t, J=6.4 Hz, 2H).

1. customThe reaction mixture was quenched with ice water
2. extractionextracted with dichloromethane
3. filtrationthe white suspension was filtered off
4. washThe organic layer was washed with water and brine
5. dry with materialdried over sodium sulfate
6. customSolvent evaporation under reduced pressure
7. customfollowed by purification by column chromatography over silica gel (eluent: petroleum ether/ethyl acetate=5/1 to 2/1)