反应详情

温度

110 °C

A mixture of 2,8-dichloroquinoline-3-carbaldehyde (2.0 g, 8.85 mmol), 2M aqueous Na2CO3 solution (8 mL), phenylboronic acid (1.5 g, 12.3 mmol) and tetrakis-(triphenylphosphine)palladium(0) (0.25 g, 0.216 mmol) in DME (30 mL) was degassed and the mixture heated at 110° C. for 4 h. The mixture was allowed to cool to room temperature, diluted with EtOAc and washed with brine. The organic layer was dried (MgSO4) and the solvent was removed under reduced pressure. The resultant solid was triturated in ether, filtered, washed with small amount of ether, then light petroleum, and dried, to give the title compound (2.3 g, 97%) as an off-white solid. δH (CDCl3) 10.25 (s, 1H), 8.86 (s, 1H), 7.95-8.02 (m, 2H), 7.78-7.14 (m, 2H), 7.54-7.62 (m, 4H). LCMS (ES+) 268 (M+H)+, RT 1.98 minutes.

1. customwas degassed
2. temperatureto cool to room temperature
3. additiondiluted with EtOAc
4. washwashed with brine
5. dry with materialThe organic layer was dried (MgSO4)
6. customthe solvent was removed under reduced pressure
7. customThe resultant solid was triturated in ether
8. filtrationfiltered
9. washwashed with small amount of ether
10. dry with materiallight petroleum, and dried