反应详情

To a suspension of 1-(4-pyridyl)-2,3-bis(methoxycarbonyl)-6,7-dimethoxynaphthalen, N-oxide (1.99 g) in toluene (10 ml) is added 2-chloroquinoline (3.27 g). To the mixture is added five drops of a 30 % solution of hydrogen bromide in acetic acid, and the mixture is refluxed for 15 hours. After the mixture is concentrated under reduced pressure to remove the solvent, water and methylene chloride are added to the residue. The pH value e of the mixture is adjusted to pH 8 with an aqueous sodium hydrogen carbonate solution. The mixture is extracted with methylene chloride, and the extract is washed, dried and concentrated under reduced pressure to remove the solvent. The residue is purified by silica gel column chromatography (solvent; chloroform:acetone=4:1) to give 1-[2-(2-oxo-1,2-dihydroquinolin-1-yl)-4-pyridyl]-2,3-bis(methoxycarbonyl)-6,7-dimethoxynaphthalene (2.60 g).

1. temperaturethe mixture is refluxed for 15 hours
2. concentrationAfter the mixture is concentrated under reduced pressure
3. customto remove the solvent, water and methylene chloride
4. additionare added to the residue
5. extractionThe mixture is extracted with methylene chloride
6. washthe extract is washed
7. customdried
8. concentrationconcentrated under reduced pressure
9. customto remove the solvent
10. customThe residue is purified by silica gel column chromatography (solvent; chloroform:acetone=4:1)