HuagongsheHuagongshe Chemistry Print Report · For research reference only
Styrene → (E)-6-[2-(Phenyl)ethenyl]-2-naphthalenecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Styrene | HCID 7501 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 6-Cyano-2-naphthyl trifluoromethanesulfonate | HCID 15541822 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (E)-6-[2-(Phenyl)ethenyl]-2-naphthalenecarbonitrile | HCID 21706791 | 54% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06284796B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-1446bdd5653c4ccd86d8fd94dc5cb15f |
| Source note | uspto-grants-2001_09 |