反应详情

To a solution of 7-chloro-4-phenylquinoline (10.0 g, 41.7 mmol) and Ni(dppp)2Cl2 (2.26 g, 4.17 mmol) in ether (200 mL) was added dropwise 3.0 M MeMgBr (24.3 mL, 73 mmol) and heated at reflux for 3 h. The reaction mixture was quenched with saturated aqueous NH4Cl solution and extracted with ether. The combined organic layer was washed with water and brine and then dried over anhydrous MgSO4. The solvent was removed under reduced pressure, and the resulting crude product was used in the next step without further purification. 1H NMR (400 MHz, acetone-d6): δ 8.9 (d, 1H), 7.93 (bs, 1H), 7.82 (d, 1H), 7.52-7.62 (m, 5H), 7.43 (dd, 1H), 7.35 (d, 1H), 2.60 (S, 3H).

1. temperatureheated
2. temperatureat reflux for 3 h
3. customThe reaction mixture was quenched with saturated aqueous NH4Cl solution
4. extractionextracted with ether
5. washThe combined organic layer was washed with water and brine
6. dry with materialdried over anhydrous MgSO4
7. customThe solvent was removed under reduced pressure
8. customthe resulting crude product was used in the next step without further purification