Potassium Cyanide → 2-[4-(Difluoromethoxy)phenyl]acetonitrile
Reaction equation
[C-:1]#[N:2].[K+].[F:4][CH:5]([F:15])[O:6][C:7]1[CH:14]=[CH:13][C:10]([CH2:11]Br)=[CH:9][CH:8]=1>O.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[F:4][CH:5]([F:15])[O:6][C:7]1[CH:14]=[CH:13][C:10]([CH2:11][C:1]#[N:2])=[CH:9][CH:8]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
100 g of potassium cyanide were dissolved in 160 ml of water, and 15 g of tetrabutylammonium bromide and 230 g of 4-difluoromethoxy-benzyl bromide were then added. The mixture was then heated to 100° C. for 1 hour and, after cooling, was extracted twice with methylene chloride. After drying over sodium sulphate, the organic phase was first freed from solvent and then distilled. 145 g of 4-difluoromethoxy-benzyl cyanide were obtained. Boiling point=106°-8° C./0.3 mm Hg; nD20 =1.4822.
Workup
- temperatureafter cooling
- extractionwas extracted twice with methylene chloride
- dry with materialAfter drying over sodium sulphate
- distillationdistilled
Sources & evidence
- ORD record
- ord-4c4c9ada9ce947e19e37d24cad8b8072
- Source dataset
- uspto-grants-1982_09
- Patent number
- US04348323
Reaction notes
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