Carbon tetrabromide → 1-benzyl-3-(bromomethyl)-5-phenyl-1H-pyrazole

Participants

Reaction Steps

Carbon tetrabromide (2.5 g, 7.6 mmol) and then triphenylphosphine (2.0 g, 7.6 mmol) was added to (1-benzyl-5-phenyl-1H-pyrazol-3-yl)methanol (1.0 g, 3.8 mmol) in dicholomethane (38 mL) at 0° C. Upon completion of the reaction as monitored by LCMS, the reaction was filtered through silica washing with methylene chloride and then purified on an ISCO using 0-30% ethyl acetate/hexanes to give 1-benzyl-3-(bromomethyl)-5-phenyl-1H-pyrazole (0.5 g, yield 43%). MS (ESI) m/z: Calculated for C17H15BrN2: 326.04. found: 327.0 (M+H)+.

Provenance & Evidence