反应详情

温度

50 °C

A mixture of diethyl 2-(3-(2-fluoro-4-biphenylyl)-2-oxobutyl)malonate (5.00 g, 12.5 mmoles), acetic acid (100 ml), and 30% sulfuric acid (100 ml) was heated under reflux for 4 hours. After cooling the reaction mixture was extracted with ether. The organic layer was washed with water, dried over sodium sulfate and concentrated under reduced pressure The mixture of the residue, ethanol (100 ml) and concentrated sulfuric acid (1.0 g) was heated at 50° C. for 3 hours. The reaction mixture was concentrated under reduced pressure and the residue was extracted with ether. The organic layer was washed successively with water, aqueous sodium bicarbonate and water, dried over sodium sulfate and concentrated under reduced pressure. Purification of the residue by medium pressure silica gel column chromatography gave the desired 5-(2-fluoro-4-biphenylyl)-4-oxohexanoic acid (2.21 g, 6.71 mmoles, yield 54%) as a light yellow oil.

1. temperaturewas heated
2. temperatureunder reflux for 4 hours
3. temperatureAfter cooling the reaction mixture
4. extractionwas extracted with ether
5. washThe organic layer was washed with water
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated under reduced pressure
8. additionThe mixture of the residue, ethanol (100 ml) and concentrated sulfuric acid (1.0 g)
9. concentrationThe reaction mixture was concentrated under reduced pressure
10. extractionthe residue was extracted with ether
11. washThe organic layer was washed successively with water, aqueous sodium bicarbonate and water
12. dry with materialdried over sodium sulfate
13. concentrationconcentrated under reduced pressure
14. customPurification of the residue by medium pressure silica gel column chromatography