Phosphorus tribromide → HCID 58982104, compound

Participants

Reaction Steps

To a solution of 7-(2-naphthoyl)-1-heptanol 71 (175 mg, 0.606 mmol) in ether (5 mL) at 0° C. was added a solution of phosphorous tribromide (86 μL, 0.908 mmol) in ether (1 mL) dropwise and the reaction mixture was stirred at room temperature for 6 hours. Saturated sodium bicarbonate solution was added slowly and the mixture was extracted with ether (2×20 mL). The combined organic layers were washed with brine and dried (MgSO4). The solvents were removed in vacuo to give the title compound 72 (141 mg, 70%). 1H NMR (400 MHz, DMSO-d6): δ 8.66 (s, 1H), 8.12 (m, 1H), 7.99 (m, 3H), 7.62 (m, 2H), 3.50 (t, 2H), 3.11 (t, 2H), 1.65 (m, 2H), 1.55 (m, 2H),1.31 (m, 6H).

Provenance & Evidence