Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 4-Penten-2-OL | HCID 12247 | — |
| Edukt | 3-Bromopyridine | HCID 12286 | — |
| Katalysator | Tri-o-tolylphosphine | HCID 80271 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | (4E)-5-(3-Pyridyl)-4-penten-2-ol | HCID 12042974 | 96,8% |
Reaktionsschritte
A mixture of 3-bromopyridine (7.50 g, 47.46 mmol), 4-penten-2-ol (4.90 g, 56.96 mmol), palladium(II) acetate (106 mg, 0.47 mmol), tri-o-tolylphosphine (575 mg, 1.89 mmol), triethylamine (28.4 mL, 204.11 mmol) and acetonitrile (25 mL) were heated in a sealed glass tube at 140° C. for 14 h. The reaction mixture was cooled to ambient temperature, diluted with water, and extracted with chloroform (3×200 mL). The combined chloroform extracts were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give a pale-yellow oil (7.50 g, 81.0%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06979695B2 |
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| Quelldatensatz | uspto-grants-2005_12 |
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| ORD ID | ord-feffb67306e446c1b0a403b902105424 |
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| Quellennotiz | uspto-grants-2005_12 |
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