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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667312Generated: November 1, 2026

Propionitrile → HCID 58870174, compound

https://huagongshe.com/reaction/1667312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionitrileHCID 7854—
ReactantSodium CyanideHCID 8929—
ReactantHCID 9977921HCID 9977921—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
ProductHCID 58870174HCID 58870174—

Reaction Steps

Under argon atmosphere, 3 ml of propionitrile was added to a mixture of 339 mg of tert-butyl 4-[(E)-2-(4-bromo-2,6-dimethylphenyl)vinyl]piperidine-1-carboxylate, 89 mg of sodium cyanide, 53 mg of tetrakistriphenylphosphine palladium and 17 mg of copper iodide, followed by heating under reflux for 7 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give 299 mg of tert-butyl 4-[(E)-2-(4-cyano-2,6-dimethylphenyl)vinyl]piperidine-1-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044206B2
Source datasetuspto-grants-2011_10
ORD IDord-9ec17c5979014a0e9123124cd85d5499
Source noteuspto-grants-2011_10