Dimethylformamide → 3-Phenoxy-5-(trifluoromethyl)picolinonitrile

Participants

Role	Name	HCID	Charge
Reactant	Dimethylformamide	HCID 6228	—
Reactant	3-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrile	HCID 1473374	—
Reactant	Sodium Phenoxide Trihydrate	HCID 23681143	—
Solvent	Diethyl Ether	HCID 3283	—
Product	3-Phenoxy-5-(trifluoromethyl)picolinonitrile	HCID 67485286	67.5%

Reaction Conditions

Temperature	80 °C

Reaction Steps

3-Chloro-5-(trifluoromethyl)picolinonitrile (0.220 g, 1.07 mmol) was combined with sodium phenoxide trihydrate (0.272 g, 1.60 mmol) and DMF (5 mL). The resulting mixture was heated to 80° C. and agitated for one hour. The mixture was then cooled, diluted with ether and washed with 1M NaOH, water (3×), brine, dried and evaporated to give crude 3-phenoxy-5-(trifluoromethyl)picolinonitrile (0.190 g, 67.5% yield) as red oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08362037B2
Source dataset	uspto-grants-2013_01
ORD ID	ord-cf45a6206dbd441bbbec73d4dd1a5671
Source note	uspto-grants-2013_01