1-Bromopentane → 4-Bromo-4'-(pentyloxy)-1,1'-biphenyl

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 4-(4-bromophenyl)phenol (25.5 g, 0.102 mol) in 400 mL of dimethylsulfoxide was added 2.5N NaOH (40.9 mL, 0.102 mol) followed by n-pentyl bromide (12.7 mL, 0.102 mol). The resulting mixture was heated at 70° C. for a period of 18 h. After cooling, the yellow solution was partitioned between ethyl acetate (1000 mL) and water (500 mL). The organic phase was washed with water (3×) and brine and dried with magnesium sulfate. The solvent was removed in vacuo to give 4-(4-n-pentoxyphenyl)bromobenzene (30.9 g).

Provenance & Evidence