反应详情

Under an atmosphere of nitrogen, a mixture of 6.5 g of bis-triphenylphosphine-nickel dichloride, 5 g of triphenylphosphine and 120 ml of MEK was stirred at room temperature for 10 minutes. 1.9 g of activated zinc powder were then added, and the reaction mixture was stirred at 70° C. for 30 minutes. Following this, the mixture was allowed to cool to 25° C., and 93.25 g of 1-chloro-4-trifluoromethoxybenzene were added dropwise. The mixture was stirred for 10 minutes, 24 g of sodium cyanide were added, and the reaction mixture was stirred at from 65 to 70° C. for 20 h. The conversion was then approximately 75% (GC). After cooling to room temperature, the mixture was filtered, the solid filter residue was washed 2× with 50 ml of MEK and the combined organic phases were concentrated under reduced pressure. Vacuum distillation gave 58.5 g (66% of theory) of 4-trifluoromethoxybenzonitrile as a colourless liquid (boiling point at 120 mbar: 80° C.). 2.6% of coupling products had formed.

1. stirringthe reaction mixture was stirred at 70° C. for 30 minutes
2. temperatureto cool to 25° C.
3. stirringThe mixture was stirred for 10 minutes
4. stirringthe reaction mixture was stirred at from 65 to 70° C. for 20 h
5. temperatureAfter cooling to room temperature
6. filtrationthe mixture was filtered
7. filtrationthe solid filter residue
8. washwas washed 2× with 50 ml of MEK
9. concentrationthe combined organic phases were concentrated under reduced pressure
10. distillationVacuum distillation