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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172674Generated: October 25, 2026

Ethyl Acetate → 2-Chloro-4-methylbenzonitrile

https://huagongshe.com/reaction/1172674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant4-Bromo-3-chlorotolueneHCID 138789—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
Product2-Chloro-4-methylbenzonitrileHCID 31947593.8%

Reaction Conditions

Temperature150 °C

Reaction Steps

25.0 g 4-bromo-3-chlorotoluene and 21.8 g copper (I) cyanide were dissolved in 200 ml dimethylformamide and stirred at 150° C. for three hours. The cooled reaction mixture was diluted by addition of 300 ml ethyl acetate and washed three times with portions of 150 ml saturated NH4Cl solution. The precipitates were filtered off and the filtrate dried over MgSO4 and then reduced in vacuo to obtain 17.3 g 2-Chloro-4-methyl-benzonitrile. This material was used without purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834030B2
Source datasetuspto-grants-2010_11
ORD IDord-7d56b42e5602451ba9f5a80875b098d2
Source noteuspto-grants-2010_11