反应详情

温度

70 °C

To a solution of ethyl 4-oxo-1,4-dihydrocinnoline-3-carboxylate (2.0 g), potassium iodide (1.5 g) and potassium carbonate (2.5 g) in DMF (50 mL) was added 1-(chloromethyl)-4-methoxybenzene (1.4 mL), and the mixture was stirred at 70° C. for 14 hr. The reaction mixture was diluted with water and ethyl acetate, and the organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated. The obtained residue was dissolved in ethanol-THF (1:1, 30 mL), 1 N aqueous sodium hydroxide solution (15 mL) was added, and the mixture was stirred at room temperature for 6 hr. The reaction mixture was diluted with water, neutralized with 1 N hydrochloric acid (15 mL), and the precipitate was collected by filtration, washed with water, and dried to give the title compound (1.1 g).

1. customthe organic layer was separated
2. washwashed with saturated brine
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationconcentrated
5. dissolutionThe obtained residue was dissolved in ethanol-THF (1:1, 30 mL)
6. addition1 N aqueous sodium hydroxide solution (15 mL) was added
7. stirringthe mixture was stirred at room temperature for 6 hr
8. additionThe reaction mixture was diluted with water
9. filtrationthe precipitate was collected by filtration
10. washwashed with water
11. customdried