3,4-Dichlorobenzonitrile → 3-Chloro-4-fluorobenzonitrile

Temperature

170 °C

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.

1. customequipped with anchor stirrer
2. temperaturethermometer, and reflux condenser
3. customwith bubble counter
4. temperatureThe mixture was then heated
5. temperaturethis temperature was maintained for 6 hours
6. temperatureThe mixture was then cooled to room temperature
7. additionwater was added to the reaction mixture in a volumetric ratio of 1:1
8. customthe 3-chloro-4-fluorobenzonitrile that precipitated
9. customwas isolated by filtration
10. washwashing
11. customdrying

ORD record

ord-3f9b2d5d03764f1a87b8b010a3ba32b6

Source dataset

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07091362B2