HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Styrene → 4-[(E)-2-Phenylvinyl]benzo[b]thiophene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Styrene | HCID 7501 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Tri-o-tolylphosphine | HCID 80271 | — |
| Edukt | 4-Bromobenzo[b]thiophene | HCID 12094208 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-[(E)-2-Phenylvinyl]benzo[b]thiophene | HCID 23156705 | — |
Reaktionsschritte
A mixture of 4-bromobenzo[b]thiophene (0.55 g), styrene (0.89 mL), triethylamine (1.81 mL), palladium(II) acetate (59 mg) and tris(2-methylphenyl)phosphine (0.16 g) in acetonitrile (10 mL) was refluxed overnight under an argon atmosphere. The reaction mixture was diluted with diethyl ether and an insoluble material was removed by filtration. The filtrate washed with 1 mol/L hydrochloric acid, water and brine successively, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane-n-hexane/ethyl acetate=5/1) to give the title compound (0.56 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07732596B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-c9b724ccf96a4746a1af2ce58abf5586 |
| Quellennotiz | uspto-grants-2010_06 |