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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1384182Generated: October 31, 2026

Styrene → (E)-6-[2-(Phenyl)ethenyl]-2-naphthalenecarbonitrile

https://huagongshe.com/reaction/1384182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStyreneHCID 7501—
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
Reactant6-Cyano-2-naphthyl trifluoromethanesulfonateHCID 15541822—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product(E)-6-[2-(Phenyl)ethenyl]-2-naphthalenecarbonitrileHCID 2170679154%

Reaction Steps

A solution of Example 28B (350 mg, 1.16 mmol), styrene (157 mg, 1.51 mmol), palladium (II) acetate (26 mg, 0.12 mmol), triphenylphosphine (61 mg, 0.23 mmol), triethylamine (2 mL) and acetonitrile (1 mL) in a sealed tube with minimal head volume was heated at 100° C. for 19 h, diluted with ethyl acetate (20 mL), washed with water, dried (MgSO4) and concentrated with silica gel (4 g). The mixture was chromatographed on silica gel with 10% ethyl acetate/hexane to provide 160 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06258822B1
Source datasetuspto-grants-2001_07
ORD IDord-3a5835c1557c41ea882c670eadc15f85
Source noteuspto-grants-2001_07