反应详情

To a solution of 2-(4′-(benzyloxy)-3′-methoxybiphenyl-3-yl)-6-(trifluoromethyl)pyridine (1.061 g, 2.44 mmol) in dichloromethane (20 mL) cooled in an ice-water bath was added a 30% solution of hydrogen bromide in acetic acid (4 mL, 20 mmol) dropwise. The resulting solution was allowed to stir at room temperature for six hours then poured onto ice-water (100 mL). The phases were separated and the aqueous phase was extracted with dichloromethane (10 mL). The combined organic layers were washed with water and brine, then dried over anhydrous sodium sulphate and filtered. Evaporation of the solvent left a brown oil that was chromatographed over silica gel (petroleum ether/ethyl acetate, 4:1) to give 3-methoxy-3′-(6-(trifluoromethyl)pyridin-2-yl)biphenyl-4-ol as a clear oil, 0.547 g (65%).

1. additionthen poured onto ice-water (100 mL)
2. customThe phases were separated
3. extractionthe aqueous phase was extracted with dichloromethane (10 mL)
4. washThe combined organic layers were washed with water and brine
5. dry with materialdried over anhydrous sodium sulphate
6. filtrationfiltered
7. customEvaporation of the solvent
8. waitleft a brown oil that
9. customwas chromatographed over silica gel (petroleum ether/ethyl acetate, 4:1)