3'-Nitro-[1,1'-biphenyl]-4-ol → (+/-)-1-(3'-Nitrobiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol

Participants

Reaction Steps

A solution of (±)-α-(chloromethyl)-3-pyridinepropanol (0.80 g) in ethanol (10 ml) was added to a refluxing solution of 3'-nitrobiphenyl-4-ol (1.40 g) in ethanol (20 ml) and aqueous sodium hydroxide (1.4 M, 5 ml) over 30 minutes. The solution was heated at reflux for a further hour and then was cooled to room temperature. The reaction mixture was concentrated under reduced pressure and the residue purified by column chromatography over silica eluting with chloroform:ethanol (49:1 to 24:1) to give a yellow solid after trituration with ether (0.332 g).

Provenance & Evidence