Hydrochloric Acid → 2,3,3'-Trifluoro-4'-hydroxy-4-propylbiphenyl

Participants

Reaction Steps

Solution of 10.0 g (32.2 mmol) of 2,3,3′-trifluoro-4′-methoxymethoxy-4-propylbiphenyl [prepared by cross coupling reaction of 2,3-difluoro-4-propyliodobenzene with dihydroxy(3-fluoro-4-methoxymethoxyphenyl)borane in the presence of a Pd catalyst], 50 ml of methanol, and 10 ml of a concentrated hydrochloric acid was heated to reflux for 3 hours. Water in an amount of 50 ml was added to the reaction liquid and subjected to extraction with 100 ml of diethyl ether. After the organic layer thus obtained was washed with a diluted aqueous sodium bicarbonate solution twice and water thrice, it was dried over anhydrous magnesium sulfate. The solvent was distilled off under a reduced pressure to obtain 8.5 g of a crude 2,3,3′-trifluoro-4′-hydroxy-4-propylbiphenyl. (Yield: 99.8%)

Provenance & Evidence