反应详情

温度

105 °C

A reaction mixture of 3.5 g (16 mmol) of 4-oxo-1,4-dihydrobenzo[g]quinoline-3-carbonitrile in 35 mL of phosphorus oxychloride and 22 drops of N,N-dimethylformamide (DMF) is heated at 100-110° C. for 5 hours. After cooling, the mixture is concentrated to dryness in vacuo to give a dark residue. The residue is partitioned between methylene chloride and ice-cooled saturated aqueous sodium carbonate solution. The organic layer is washed with ice-cooled brine and dried over sodium sulfate. The organic solvent is passed through a short column of silica gel, and further eluted with additional methylene chloride. Removal of the solvent yields 1.89 g (49.5%) of the product as a bright yellow solid, mp 253-255° C.

1. temperatureAfter cooling
2. concentrationthe mixture is concentrated to dryness in vacuo
3. customto give a dark residue
4. customThe residue is partitioned between methylene chloride and ice-
5. temperaturecooled saturated aqueous sodium carbonate solution
6. washThe organic layer is washed with ice-
7. temperaturecooled brine
8. dry with materialdried over sodium sulfate
9. washfurther eluted with additional methylene chloride
10. customRemoval of the solvent