4-Chlorobenzonitrile → 4-Fluorobenzonitrile

Temperature

180 °C

200 g of 4-chlorobenzonitrile, 101.4 g of potassium fluoride, 25 g of dimethyl sulfoxide, and 5.60 g of (N,N-dimethylimidazolidino)tetramethyl-guanidinium chloride were placed in a 1 liter 4-neck flask equipped with anchor stirrer, thermometer, and reflux condenser with bubble counter. The mixture was then heated with stirring to 180° C. and this temperature was maintained for 16 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 mixture was extracted with diethyl ether. After washing, concentration, and drying the separated organic phase, 4-fluorobenzo-nitrile was isolated in a yield of 75%.

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 16 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. extractionthe mixture was extracted with diethyl ether
9. washAfter washing
10. concentrationconcentration
11. customdrying the separated organic phase

ORD record

ord-86800bf9397e44b882523bdaca98c2ce

Source dataset

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07091362B2