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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096941Generated: October 31, 2026

Dimethylformamide → Methyl 3-cyano-5-ethoxybenzoate

https://huagongshe.com/reaction/1096941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 57930910HCID 57930910—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
ProductMethyl 3-cyano-5-ethoxybenzoateHCID 21942546—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of methyl 3-ethoxy-5-trifluoromethanesulfonyloxybenzoate (308 mg, 0.94 mmol), zinc cyanide (165 mg, 1.41 mmol), tetrakis(triphenylphosphine)palladium(0) (54 mg, 0.05 mmol) and DMF (2.0 mL) was stirred in a nitrogen atmosphere at 80° C. for 12 hours. After left cooled, the reaction mixture was diluted with ethyl acetate (30 mL), washed with aqueous 14% ammonia and aqueous saturated sodium chloride solution, dried with sodium sulfate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography to obtain the title compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138197B2
Source datasetuspto-grants-2012_03
ORD IDord-72a347b9fa904d5dad72e8110d081e2b
Source noteuspto-grants-2012_03