Phosphorus tribromide → HCID 66707504, compound

Participants

Reaction Steps

PBr3 (56 μL, 0.60 mmol) was added to a solution of alcohol 127 (0.177 g, 0.601 mmol) in anhydrous CH2Cl2 (10 mL) at 0° C. The mixture was stirred at room temperature for 1 h, and then cooled to 0° C., quenched with ice, and extracted with CH2Cl2. The organic fraction was dried, and evaporated, and then column chromatography of the residue, eluting with CH2Cl2, gave 1-{(E)-2-[4-(bromomethyl)phenyl]ethenyl}-4-(trifluoromethoxy)benzene (128) (0.125 g, 58%) as a white solid: mp 100-102° C.; 1H NMR (CDCl3) δ 7.52 (d, J=8.6 Hz, 2H), 7.48 (d, J=8.3 Hz, 2H), 7.39 (d, J=8.3 Hz, 2H), 7.20 (br d, J=8.1 Hz, 2H), 7.10 (d, J=16.3 Hz, 1H), 7.05 (d, J=16.3 Hz, 1H), 4.51 (s, 2H). APCI MS m/z 277 [M+H−HBr]+.

Provenance & Evidence