Water → 6-(3-Methyl-1,4-naphthoquinon-2-yl)-6-(4-methoxyphenyl)hexanoic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-(1-methoxy-3-methylnaphth-2-yl)-5-hexenoic acid (70 g) and phenol (70 g) in dichloromethane (500 ml) was added boron trifluoride etherate (95 g) and the reaction mixture was stirred for 3 days at 35° C. and poured into cooled water. The organic layer was washed with water, dried, and evaporated. The residue was purified with silica gel chromatography (eluent; toluene, 20% ethyl acetate/hexane, and ethyl acetate) to give the titled compound (30 g).

Provenance & Evidence