反应详情

A 250 ml flame dried round bottom flask is equipped with a pressure equalizing addition funnel, magnetic stirring bar, and gas inlet. The flask is charged with a 50% sodium hydride-in-oil suspension (3.74 g, 78.0 mmol) along with 20 ml of dry THF. The slurry of NaH is cooled to 0° C. with an ice bath and a solution of 2,4-dichloro-5-fluoroacetophenone (7.8 g, 37.6 mmol) in 100 ml of diethylcarbonate (100 ml) is added slowly (dropwise) to the slurry of NaH. After the addition is complete the mixture is stirred at room temperature until gas evolution ceases (30 minutes). The deep red-orange solution is then heated to 80° C. for 1.5 hours. The reaction mixture is poured into an ice-cold water (250 ml) solution containing acetic acid (8 ml). The mixture is extracted (3×150 ml) with ether, dried over Na2SO4, and concentrated to an orange oil. The oil is distilled at high vacuum (1 mmHg 133°-135° C.). 7.9 g of ethyl 2,4-dichloro-5-fluorobenzoylacetate is obtained as a light yellow oil.

1. temperatureA 250 ml flame
2. customdried round bottom flask
3. customis equipped with a pressure
4. additionaddition funnel, magnetic stirring bar, and gas inlet
5. additionAfter the addition
6. custom(30 minutes)
7. temperatureThe deep red-orange solution is then heated to 80° C. for 1.5 hours
8. extractionThe mixture is extracted (3×150 ml) with ether
9. dry with materialdried over Na2SO4
10. concentrationconcentrated to an orange oil
11. distillationThe oil is distilled at high vacuum (1 mmHg 133°-135° C.)