反应详情

To a solution of 20% sodium ethoxide in ethanol (5.9 g) was added at room temperature diethyl malonate (14.0 g), and then added little by little 4-(5-fluoro-2-methylphenyl)-3-buten-2-one (13.4 g), and the mixture was stirred at room temperature for 30 minutes and then for 2 hours while heating, and cooled. The solvent was evaporated, and to the residue was added water. The aqueous layer was washed with ethyl acetate and concentrated. To the residue was added 2M sodium hydroxide (46 ml), and the mixture was refluxed for 2 hours and cooled. To the mixture was added 2.5M sulfuric acid (46 ml) for 10 minutes, and the mixture was refluxed for 30 minutes and cooled. Precipitated crystals were filtered and washed with water and isopropylether to give 5-(5-fluoro-2-methylphenyl)cyclohexane-1,3-dione (8.6 g) as colorless crystals.

1. temperaturefor 2 hours while heating
2. temperaturecooled
3. customThe solvent was evaporated
4. additionto the residue was added water
5. washThe aqueous layer was washed with ethyl acetate
6. concentrationconcentrated
7. additionTo the residue was added 2M sodium hydroxide (46 ml)
8. temperaturethe mixture was refluxed for 2 hours
9. temperaturecooled
10. additionTo the mixture was added 2.5M sulfuric acid (46 ml) for 10 minutes
11. temperaturethe mixture was refluxed for 30 minutes
12. temperaturecooled
13. customPrecipitated crystals
14. filtrationwere filtered
15. washwashed with water and isopropylether