4-Phenoxybutyl bromide

110-52-1

108-95-2

1200-03-9

General procedure: In a 500 mL round-bottomed flask, phenol (50 g, 1 eq.), 1,4-dibromobutane (137.7 g, 1.2 eq.), and potassium carbonate (110.5 g, 1.5 eq.), which has been baked at 70 °C for about 2 hours and milled, are added sequentially at room temperature. Potassium iodide (5.5 g, based on 5% of the mass of potassium carbonate) was added under mechanical stirring. The reaction mixture was then warmed up to 80 °C and the reaction was continued at this temperature for 4 to 6 hours, during which the reaction progress was monitored by liquid chromatography. Upon completion of the reaction, the reaction solution was cooled to room temperature and filtered. The filtrates were combined at 40-45 °C and concentrated under reduced pressure at 0.09-0.1 MPa. The resulting crude product had a purity of 90.6% and was subsequently distilled under reduced pressure at 120-130 °C to collect the fractions.The recovery of 1,4-dibromobutane was 64.1% and the net yield of the target product, 4-phenoxybromobutane, was 96.1%.