反应详情

2,3,5,6-Tetrafluoro-4-bromoaniline (13.8 g, 56.7 mmol) is dissolved in benzene (200 mL) and treated with 1.5 equivalents of phenylboronic acid (10.4 g, 85.1 mmol) and a catalytic amount of tetrakistriphenylphosphine palladium(0) (4.2 g, 3.6 mmol) as a solution in ethanol (30 mL). Sodium carbonate (60 mL of 2 M aqueous solution) is added and the reaction mixture stirred and heated to reflux temperature for 24 hours. After cooling to room temperature the mixture is partitioned between Et2O (500 mL) and water (250 mL). The organic layer is washed with brine, dried (MgSO4) and concentrated by rotary evaporator. The residual oil is purified by flash chromatography (9:1 hexanes/EtOAc) to give 2,3,5,6-tetrafluoro-4-phenylaniline as an oil.

1. temperatureheated
2. temperatureto reflux temperature for 24 hours
3. customis partitioned between Et2O (500 mL) and water (250 mL)
4. washThe organic layer is washed with brine
5. dry with materialdried (MgSO4)
6. concentrationconcentrated by rotary evaporator
7. customThe residual oil is purified by flash chromatography (9:1 hexanes/EtOAc)