反应详情

温度

70 °C

A mixture of 6-bromo-2-isobutyl-4-(4-methylphenyl)quinoline-3-carbonitrile (5.00 g, 13.2 mmol), acrolein (2.22 g, 39.6 mmol), benzyltriethylammonium chloride (3.00 g, 13.2 mmol), triethylamine (5.5 ml, 39.6 mmol), palladium acetate (150 mg, 0.66 mmol) and N,N-dimethylformamide (40 ml) was stirred under an argon atmosphere at 70° C. After 3 hrs., palladium acetate (150 mg, 0.66 mmol) and acrolein (2.22 g, 39.6 mmol) were added to the reaction mixture and the mixture was stirred at the same temperature for 17 hrs. The reaction mixture was diluted with ethyl acetate, washed 4 times with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give 2-isobutyl-4-(4-methylphenyl)-6-[(1E)-3-oxoprop-1-en-1-yl]quinoline-3-carbonitrile (3.26 g, yield 70%) as white crystals.

1. stirringthe mixture was stirred at the same temperature for 17 hrs
2. washwashed 4 times with saturated brine
3. dry with materialdried over anhydrous magnesium sulfate
4. customThe solvent was evaporated under reduced pressure
5. customthe residue was purified by silica gel column chromatography