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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594935Generated: October 31, 2026

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

https://huagongshe.com/reaction/1594935

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 acetatelhexane to provide 160 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06284796B1
Source datasetuspto-grants-2001_09
ORD IDord-1446bdd5653c4ccd86d8fd94dc5cb15f
Source noteuspto-grants-2001_09