Reacción #10019

Ecuación de reacción

3,4-dichlorobenzonitrile

potassium fluoride

→

3-Chloro-4-fluorobenzo-nitrile

Rendimiento 92.0%

Disolventes

dimethylsulfoxide

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroequipped with anchor stirrer
2. 2
   Temperaturathermometer, and reflux condenser
3. 3
   Otrowith bubble counter
4. 4
   TemperaturaThe mixture was then heated
5. 5
   Temperaturathis temperature was maintained for 6 hours
6. 6
   TemperaturaThe mixture was then cooled to room temperature
7. 7
   workup.ADDITIONwater was added to the reaction mixture in a volumetric ratio of 1:1
8. 8
   Otrothe 3-chloro-4-fluorobenzonitrile that precipitated
9. 9
   Otrowas isolated by filtration
10. 10
    Lavadowashing
11. 11
    Otrodrying

Procedimiento

172 g of 3,4-dichlorobenzonitrile, 200 g of dimethylsulfoxide, 69.6 g of potassium fluoride, and 3.95 g of (N,N-dimethylimidazolidino)tris-(diethylamino)phosphazenium chloride were placed in a 1 liter four-neck flask equipped with anchor stirrer, thermometer, and reflux condenser with bubble counter. The mixture was then heated with stirring to 170° C. and this temperature was maintained for 6 hours. The mixture was then cooled to room temperature, water was added to the reaction mixture in a volumetric ratio of 1:1, and the 3-chloro-4-fluorobenzonitrile that precipitated was isolated by filtration, washing, and drying. 3-Chloro-4-fluorobenzo-nitrile was obtained in a yield of 92% of theory.

Fuente