Boron tribromide → 3-((4-Bromo-1H-pyrazol-1-yl)methyl)phenol

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-bromo-1-(3-methoxybenzyl)-1H-pyrazole (3.8 g, 14.23 mmol) was dissolved in CH2Cl2 (30 mL) at 0° C. was added boron tribromide (2.69 mL, 28.5 mmol). The reaction mixture was stirred at 0° C. for 30 min and concentrated. The resulting residue was purified by flash chromatography (0-100% ethyl acetate:hexanes) to afford the title compound (2.55 g, 71% yield) as a yellow oil. LCMS, [M+H]+=253.0. 1H NMR (400 MHz, CDCl3) δ 7.47 (s, 1H), 7.38 (s, 1H), 7.19 (t, J=8.0 Hz, 1H), 6.76 (d, J=8.0 Hz, 2H), 6.59 (s, 1H), 5.20 (s, 2H).

Provenance & Evidence