Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Benzene, 1-bromo-3-ethyl- | HCID 123170 | — |
| Katalysator | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | Benzonitrile, 3-ethyl- | HCID 96692 | — |
Reaktionsschritte
Argon was bubbled into a solution of 1-bromo-3-ethylbenzene (2.5 g, 13.5 mmol) in DMF (37 ml) for 10 min. and then zinc cyanide (1.75 g, 14.9 mmol) and tetrakis(triphenylphosphine)palladium(0) (1.56 g, 1.35 mmol) were added. After stirring at 80° C. overnight the reaction mixture was diluted with ethyl acetate (35 ml) then filtered through celite to remove the precipitate. The filtrate was washed with water (3×), saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated. The product was purified by flash column chromatography using 2% ethyl acetate in hexane affording a colorless liquid (1.42 g). GC-MS (M+): 131.18.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07585881B2 |
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| Quelldatensatz | uspto-grants-2009_09 |
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| ORD ID | ord-0a24c6d7c22f4dd6a1791c01d3a2e967 |
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| Quellennotiz | uspto-grants-2009_09 |
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