反应详情

16.2 g of 7-chloro-3-ethoxycarbonyl-6-fluoro-4-hydroxyquinoline, 16.8 g of potassium carbonate and 150 cm3 of DMF were heated for one hour, whilst stirring, in a round-bottomed flask equipped with a reflux condenser. 27.5 cm3 of benzyl chloride were added and the heating and stirring were maintained until the pH of the medium was neutral, which required about 2 hours. The major part of the solvent was removed by distillation in vacuo (15 mm Hg) at 100° C. The residue was taken up in 300 cm3 of water. The mixture was extracted with 3×100 cm3 of chloroform. The combined organic extracts were washed with water, dried (MgSO4) and evaporated to dryness. The residue was recrystallised from methylcellosolve. 17.5 g (81%) of 1-benzyl-7-chloro-3-ethoxycarbonyl-6-fluoroquinoline, m.p. 211°-212° C., were obtained.

1. customequipped with a reflux condenser
2. stirringthe heating and stirring
3. temperaturewere maintained until the pH of the medium
4. customabout 2 hours
5. customThe major part of the solvent was removed by distillation in vacuo (15 mm Hg) at 100° C
6. extractionThe mixture was extracted with 3×100 cm3 of chloroform
7. washThe combined organic extracts were washed with water
8. dry with materialdried (MgSO4)
9. customevaporated to dryness
10. customThe residue was recrystallised from methylcellosolve