Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | 1H-indole-6-carbonitrile | HCID 85146 | — |
| Edukt | HCID 178527019 | HCID 178527019 | — |
| Katalysator | Nickel | HCID 935 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 1H-Indole-6-carboxaldehyde | HCID 2773435 | 89% |
Reaktionsschritte
To a solution of 6-cyanoindole (15.0 g) and sodium hypophosphite (90 g) in water (326 mL), acetic acid (326 mL), and pyridine (652 mL) was added Raney Nickel catalyst and the mixture stirred at 45° C. for 45 minutes. The mixture was filtered through Celite and the filtrate extracted with ethyl acetate (3×500 mL). The extracts were dried over sodium sulfate, filtered, and the filtrate concentrated under reduced pressure. The residue was crystallized from a mixture of dichloromethane and hexanes to provide 13.6 g (89%) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06743785B2 |
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| Quelldatensatz | uspto-grants-2004_06 |
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| ORD ID | ord-5f783d89b2e94c15bce37332941c245c |
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| Quellennotiz | uspto-grants-2004_06 |
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