Boron trifluoride etherate → HCID 54471461, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (4-ethylphenyl)(4-methoxyphenyl)methanone (1) (6.0 g, 25 mmol) in acetonitrile (50 mL) and DCM (50 mL) at 0° C., was added triethylsilane (6.7 g, 57.5 mmol), followed by addition of boron trifluoride etherate (5.3 g, 37.5 mmol). The reaction mixture was stirred at 0° C. for 2 h, then at 50° C. for 3 h. After cooling to rt, the reaction mixture was diluted with DCM (500 mL) and washed with 2N aqueous NaOH (200 mL×2), brine (200 mL×3), dried over MgSO4 and evaporated to give product as a colorless oil, 5.3 g, yield 93.7% 1H NMR (300 MHz, CDCl3) δ 7.06-7.09 (m, 6H), 6.79 (d, J=8.7 Hz, 2H), 3.87 (s, 2H), 3.76 (s, 3H), 2.60 (q, J=7.5 Hz, 2H), 1.21 (t, J=7.5 Hz, 3H).

Provenance & Evidence