4-Fluorobenzoyl chloride → (4-Bromo-2-methoxy-5-methylphenyl)(4-fluorophenyl)methanone

関与物質

反応手順

4-Fluorobenzoyl chloride (1.40 mL, 11.9 mmol) was added dropwise to a suspension of AlCl3 (1.73 g, 13.0 mmol) in 1,2-dichloroethane (30 mL) at room temperature. After 15 min a solution of 3-bromo-4-methylanisole (2.17 g, 10.8 mmol) in 1,2-dichloroethane (3 mL) was added dropwise. The resulting mixture was stirred for 2 h, poured into 200 mL of ice-water, stirred for 20 min and extracted with CHCl3 (3×). The combined organics were washed with 5% aq. NaHCO3, brine, dried (Na2SO4) and concentrated. The residue was subjected to chromatography on silica gel (EtOAc-hexane, 5:95) affording the title compound. 1H NMR (500 MHz, acetone-d6): δ 7.86 (m, 2H), 7.38 (s, 1H), 7.31-7.26 (m, 3H), 3.76 (s, 3H), 2.39 (s, 3H).

情報源と証拠