4,4'-Dihydroxybiphenyl → 4'-(3-Hydroxypropoxy)biphenyl-4-ol

Participants

Reaction Steps

20.0 g (0.107 mol) of 4,4′-dihydroxybiphenyl, 10.0 g (0.070 mol) of 3-bromo-1-propanol and 15.0 g (0.109 mol) of potassium carbonate are heated under reflux in 300 ml of acetone for 16 h. The batch is subsequently filtered, and the filtrate is evaporated. The residue is taken up in MTB ether, washed with water and dried over sodium sulfate. The solvent is removed in vacuo, and the crude product is chromatographed on silica gel with toluene/ethyl acetate (1:1). Crystallisation from toluene/ethyl acetate gives 4′-(3-hydroxypropoxy)biphenyl-4-ol as a colourless solid.

Provenance & Evidence