Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011213Generated: October 28, 2026

Dimethylformamide → 2-Chloro-4-(trifluoromethoxy)benzonitrile

https://huagongshe.com/reaction/1011213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 57643424HCID 57643424—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Product2-Chloro-4-(trifluoromethoxy)benzonitrileHCID 66861019—

Reaction Conditions

Temperature120 °C

Reaction Steps

3.00 g of the compound of Example 2A are dissolved in 12 ml of degassed DMF with 2.04 g of zinc cyanide and 1.00 g of tetrakis(triphenylphosphine)palladium and the solution is heated under argon at 120° C. for 2 h. After cooling, the reaction mixture is diluted with ethyl acetate and extracted by shaking twice with a saturated sodium hydrogen carbonate solution and then with a saturated sodium chloride solution. The organic phase is dried over sodium sulfate and concentrated. The residue is purified by silica gel chromatography (cyclohexane/ethyl acetate 10:1). 880 mg (44% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977349B2
Source datasetuspto-grants-2011_07
ORD IDord-ea64c47412024f5293c581585e9d9ed7
Source noteuspto-grants-2011_07