Carbon tetrabromide → HCID 58968695, compound

Participants

Reaction Steps

To a solution of (2-(1-methoxycyclopentyl)-5-(trifluoromethyl)phenyl)methanol (10 mg, 0.036 mmol) in anhydrous dichloromethane (5 mL) was added carbon tetrabromide (14.5 mg, 0.043 mmol) followed by triphenylphosphine (11.47 mg, 0.043 mmol). The mixture was stirred at room temperature for 72 hours then the solvent was removed under reduced pressure. The residue was diluted with dichloromethane and hexanes, placed on 1 g of silica gel (Bakerbond spe disposable extraction columns, Mallinkrodt Baker Inc. Phillipsburg, N.J.) and eluted with hexanes to give the title compound (12 mg, 97.6%). 1H NMR (400 MHz, CDCl3) δ 7.78 (s, 1H) 7.46 (d, J=9.1 Hz, 1H) 7.40 (d, J=8.3 Hz, 1H) 4.97 (s, 2H) 2.94 (s, 3H) 2.30 (m, 2H) 2.0 (m, 2H) 1.85 (m, 2H) 1.74 (m, 2H).

Provenance & Evidence