反応 #343143

反応方程式

3-dimethylaminoacrylonitrile

triethylamine

2,3,4,5-tetrafluorobenzoyl chloride

→

3-Dimethylamino-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile

溶媒

dioxane

反応条件

後処理

1. 1
   温度while cooling in ice
2. 2
   温度The mixture is heated
3. 3
   温度under reflux for 4 hours
4. 4
   その他the solvent is removed by distillation in vacuo
5. 5
   その他The phases are separated
6. 6
   抽出the aqueous solution is again extracted with methylene chloride
7. 7
   洗浄The combined organic phases are washed with water
8. 8
   乾燥dried with sodium sulphate
9. 9
   その他the methylene chloride is removed in vacuo
10. 10
    その他After recrystallization of the crystalline residue from ethanol, 23.5 g of 3-dimethylamino-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile of melting point 149°-151° C.
11. 11
    その他are obtained

実験手順

First 9.7 g of 3-dimethylaminoacrylonitrile are added dropwise, then 10.5 g of triethylamine are added to a solution of 21.25 g of 2,3,4,5-tetrafluorobenzoyl chloride in 75 ml of anhydrous dioxane, while cooling in ice and stirring at about 10°-15° C. The mixture is heated to boiling under reflux for 4 hours, the solvent is removed by distillation in vacuo, and the residue is taken up in methylene chloride/water. The phases are separated, and the aqueous solution is again extracted with methylene chloride. The combined organic phases are washed with water, dried with sodium sulphate, and the methylene chloride is removed in vacuo. After recrystallization of the crystalline residue from ethanol, 23.5 g of 3-dimethylamino-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile of melting point 149°-151° C. are obtained.

出典