Phosphorus tribromide → HCID 86680625, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 1-(5-(4-nitrophenyl)pyridin-2-yl)ethanol (95 mg, 0.3 mmol) in chloroform (3 mL) was added PBr3 (0.1 mL, 1.1 mmol) at 0° C. and the reaction was stirred at 0° C. for about 3 h. The reaction mixture was quenched with saturated NaHCO3 solution (10 mL) and extracted with DCM (2×100 mL). The combined organic extracts were washed with brine solution (10 mL), organic layer was dried over Na2SO4 and concentrated under vacuum to obtain crude 2-(1-bromoethyl)-5-(4-nitrophenyl)pyridine as off brown liquid (95 mg, 79% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.98 (d, 1H), 8.31 (d, 2H), 8.22 (dd, 1H), 8.01 (d, 2H), 7.70 (d, 1H), 5.55 (dd, 1H), 2.04 (d, 3H), LC-MS m/z calcd for [M+H]+ 309.00. found 309.3.

Provenance & Evidence