反应详情

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (131 mg) was dissolved in toluene (10 ml) with heat, after the addition of triethylamine (2 ml), triphosgene (213 mg) was added, and the admixture was refluxed with heat for 2 minutes. Ethyl 3-aminobenzoate (0.1 ml) was added to the reaction mixture, and the admixture was refluxed with heat for 7 minutes. After the addition of aqueous sodium hydrogen carbonate, the reaction mixture was extracted 2 times with ethyl acetate, and the organic layer was then washed with brine and dried with anhydrous sodium sulfate. The solvent was removed by reduced-pressure distillation, and the resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1) to obtain 214 mg of the title compound (yield: 100%).

1. temperaturewith heat
2. additionwas added
3. temperaturethe admixture was refluxed
4. temperaturewith heat for 2 minutes
5. temperaturethe admixture was refluxed
6. temperaturewith heat for 7 minutes
7. extractionthe reaction mixture was extracted 2 times with ethyl acetate
8. washthe organic layer was then washed with brine
9. dry with materialdried with anhydrous sodium sulfate
10. customThe solvent was removed by reduced-pressure distillation
11. customthe resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1)