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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 66765Generated: October 25, 2026

Methane → 4-(Cyanomethoxy)benzonitrile

https://huagongshe.com/reaction/66765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantChloroacetonitrileHCID 7856—
ReactantPotassium CarbonateHCID 11430—
Reactant4-CyanophenolHCID 13019—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Solvent1,1,1-TrichloroethaneHCID 6278—
Product4-(Cyanomethoxy)benzonitrileHCID 20529061—

Reaction Conditions

Temperature5 °C

Reaction Steps

The compound of 4-cyanophenoxyacetonitrile was prepared by heating 29.8 g of 4-cyanophenol, 44.8 g of anhydrous K2CO3, 40 ml of dimethylformamide and 18.75 g of chloroacetonitrile with stirring in a round-bottomed three-necked flask at 70°-80° C. for 3 hours, after which time the reaction mixture was poured into an ice and water mixture, which resulted in crystal formation. The crystals were separated by filtering and were then washed with water. After drying a pale tan solid was obtained which was then dissolved in methylchloroform at reflux temperature, treated with activated charcoal and filtered. The filtrate was cooled to 5° C. and the resulting crystals filtered and dried to give the 4-cyanophenoxyacetonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04343808
Source datasetuspto-grants-1982_08
ORD IDord-00053850eedf48998b805479552470f3
Source noteuspto-grants-1982_08