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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428804Generated: October 31, 2026

Dimethylformamide → HCID 86679386, compound

https://huagongshe.com/reaction/1428804

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 86679385HCID 86679385—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductHCID 86679386HCID 8667938690%

Reaction Steps

To a stirred solution of ethyl 2-(4-iodo-3-methylphenyl)propanoate (1.22 g, 5.34 mmol) in anhydrous dimethylformamide were added zinc cyanide (645 mg, 5.50 mmol) and tetrakis(triphenylphosphine) palladium (617 mg, 0.53 mmol). The reaction mixture was refluxed for overnight then cooled to room temperature. The mixture was filtered using celite pad and the filtrate was evaporated. The residue was diluted with ethylacetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to get the crude. The crude was purified by column chromatography. Ethyl 2-(4-cyano-3-methylphenyl)propanoate (1.05 g) was obtained as 90% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937092B2
Source datasetuspto-grants-2015_01
ORD IDord-09d76701a95f4d199eaec87a8dab7081
Source noteuspto-grants-2015_01