Triphenylphosphine → (4-Phenylbutyl)triphenylphosphonium bromide

Participants

Reaction Steps

A solution of 4-phenylbutyl bromide (from the Step A) and triphenylphosphine (19.00 g) in toluene (100 mL) was heated at 120-130° C. for 3 days. The reaction was cooled to rt and the solid precipitate was collected by filtration, washed with toluene and air dried. The solid was disslved in a 2:1 mixture of water and acetonitrile and gave the title compound (30.6 g) as a white solid after lyophilization. 1H NMR (500 MHz, CD3OD): δ7.84-7.89 (m, 2 H), 7.71-7.81 (m, 15 H), 7.20-7.23 (m, 1H), 7.11-7.15 (m, 2 H), 3.37-3.43 (m, 2 H), 2.66 (t, J=7.5 Hz, 2 H), 1.87 (tt, J=7.5 and 7.3 Hz, 2 H), 1.63-1.70 (m, 2 H).

Provenance & Evidence