Hydrochloric Acid → 3,3'-Difluoro-4'-methoxymethoxy-4-propoxybiphenyl

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Reaction Steps

First, 10.0 g (32.4 mmol) of 3,3′-difluoro-4′-methoxymethoxy-4-propoxybiphenyl [which was obtained by cross-coupling reaction of 3-fluoro-4-methoxymethoxybromobenzene with dihydroxy(3-fluoro-4-propoxyphenyl)borane in the presence of Pd catalyst], 50 ml of methanol, and 10 ml of a concentrated hydrochloric acid were heated to reflux for 3 hours. Then, 50 ml of water was added to the reaction solution and extracted with 150 ml of diethyl ether. The organic layer thus obtained was washed with a diluted aqueous sodium bicarbonate solution twice and with water thrice, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under a reduced pressure to obtain 8.5 of a crude 3,3′-difluoro-4′- hydroxy-4-propoxybiphenyl. (Yield: 99.8%)

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