反应详情

温度

90 °C

To a stirred solution of 4-benzyloxy-3-methoxyphenylboronic acid (1.0 g, 3.87 mmol) and 2-(3-bromophenyl)-6-(trifluoromethyl)pyridine (1.063 g, 3.52 mmol) in toluene (10 mL) and ethanol (1 mL) at room temperature under argon was added 2 N aqueous sodium carbonate solution (5.41 mL, 10.82 mmol) followed by tetrakis(triphenylphosphine)palladium (0.22 g, 0.19 mmol). The resulting mixture was stirred at 90° C. for two hours and then allowed to cool to room temperature. The phases were separated and the aqueous phase was extracted with toluene (5 mL). The combined organic phases 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, 9:1) to give 2-(4′-(benzyloxy)-3′-methoxybiphenyl-3-yl)-6-(trifluoromethyl)pyridine as a clear oil, 1.072 g (70%).

1. temperatureto cool to room temperature
2. customThe phases were separated
3. extractionthe aqueous phase was extracted with toluene (5 mL)
4. washThe combined organic phases 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, 9:1)