反应详情

温度

80 °C

A mixture of diethyl 3-pyridylborane (16.3 g, 0.1 mol), 3-bromoaniline (12.2 ml, 0.11 mol), potassium carbonate (45.8 g, 0.33 mol) and tetrakis(triphenylphosphine)palladium(0) (80 mg) in a mixture of water (40 ml) and dimethoxyethane (80 ml) is heated to 80° C. under a stream of nitrogen over night. After cooling the mixture is diluted with water and ethyl acetate and filtered through a fluted filterpaper. The layers are separated. The aqueous layer is extracted once with ethyl acetate. The combined organic phases are dried over sodium sulfate and concentrated under reduced pressure. The residue is dissolved in ethanol. Water is added and the mixture is evaporated to dryness. This residue crystallizes upon trituration with ice-cold water. The crystals are collected, dried and washed with petroleum ether to afford pure 2p (16.3 g, 87%). Mp 75-76° C.

1. temperatureAfter cooling the mixture
2. filtrationfiltered through a fluted filterpaper
3. customThe layers are separated
4. extractionThe aqueous layer is extracted once with ethyl acetate
5. dry with materialThe combined organic phases are dried over sodium sulfate
6. concentrationconcentrated under reduced pressure
7. dissolutionThe residue is dissolved in ethanol
8. additionWater is added
9. customthe mixture is evaporated to dryness
10. customThis residue crystallizes upon trituration with ice-cold water
11. customThe crystals are collected
12. customdried
13. washwashed with petroleum ether