反应详情

温度

80 °C

A mixture of 1-(2-chlorophenyl)ethanone (1.4 mL, 10.8 mmol), 4-bromo-1-chloro-2-(methyloxy)benzene (2.0 g, 9.0 mmol), sodium tert-butoxide (2.2 g, 22.6 mmol), palladium(II) acetate (20.3 mg, 0.1 mmol), and 2-(dicyclohexylphosphino)-2′-methylbiphenyl (65.8 mg, 0.2 mmol) in 30 mL of toluene was degassed and stirred at 80° C. for 16 h. The reaction mixture was cooled and a mixture of Et2O (100 mL) and H2O (100 mL) was added. The aq layer was separated and extracted with Et2O (3×50 mL). Organic layers were combined, dried over MgSO4, and concentrated. Chromatography on a Biotage 40+M cartridge using 1:9 v/v EtOAc/hexanes as the eluant afforded the product: 1H NMR δ 3.87 (s, 3H), 4.22 (s, 2H), 6.75 (dd, J=1.7, 8.2, 1H), 6.81 (d, J=1.6, 1H), 7.26-7.31 (m, 2H), 7.37-7.43 (m, 3H).

1. customwas degassed
2. temperatureThe reaction mixture was cooled
3. additiona mixture of Et2O (100 mL) and H2O (100 mL)
4. additionwas added
5. customThe aq layer was separated
6. extractionextracted with Et2O (3×50 mL)
7. dry with materialdried over MgSO4
8. concentrationconcentrated
9. customafforded the product