Chlorodifluoromethane → 2-(Difluoromethoxy)-6-fluorobenzonitrile

Temperature

65 °C

150 g (1.1 mol) of 2-fluoro-6-hydroxybenzonitrile were introduced into 2000 ml of ethylene glycol dimethyl ether. Then, 262.8 g (3.3 mol) of concentrated NaOH were added dropwise. The reaction mixture was heated to 65° C. and 95 g (1.1 mol) of chlorodifluoromethane were passed in. The mixture was stirred at 65° C. for one hour and at room temperature overnight. Then, the reaction mixture was stirred into 3 l of water, followed by extraction repeated three times with a total of 800 ml of methyl tert.-butyl ether. The combined organic phases were washed twice with 500 ml of water, once with 250 ml of sodium chloride solution and dried over sodium sulfate. Finally, the solvent was distilled off in vacuo. Yield: 211 g (99% of theory) of the desired product with a purity of 97% according to GC.

1. extractionfollowed by extraction
2. washThe combined organic phases were washed twice with 500 ml of water, once with 250 ml of sodium chloride solution
3. dry with materialdried over sodium sulfate
4. distillationFinally, the solvent was distilled off in vacuo

ORD record

ord-22eb15b26779435e8adb9e9659304c87

Source dataset

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07563921B2