HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzyl 4-hydroxy-4-(pyridin-3-yl)piperidine-1-carboxylate → 4-(Pyridin-3-yl)piperidin-4-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzyl 4-hydroxy-4-(pyridin-3-yl)piperidine-1-carboxylate | HCID 21480587 | — |
| Edukt | HCID 178418361 | HCID 178418361 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 4-(Pyridin-3-yl)piperidin-4-ol | HCID 4989167 | 80% |
Reaktionsschritte
Benzyl 4-hydroxy-4-(pyridin-3-yl)piperidine-1-carboxylate (32.7 g, 104.69 mmol) was dissolved in ethanol (350 mL) and hydrogenated over 10% palladium on carbon (3.2 g) at 2 bar pressure at 30° C. After hydrogen uptake was complete, the mixture was filtered through a pad of diatomaceous earth to remove the catalyst and the pad was washed with ethanol. The filtrate was concentrated to dryness under vacuum to give an oil which crystallised on standing overnight. The solid was triturated with MTBE (100 mL), collected by filtration, washed with MTBE (2×50 ml) and dried in a vacuum oven at 40° C. to afford 4-(pyridin-3-yl)piperidin-4-ol (14.9 g, 80%) as a solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08003649B2 |
| Quelldatensatz | uspto-grants-2011_08 |
| ORD ID | ord-dae26efd5249466eb1c34c55007141d4 |
| Quellennotiz | uspto-grants-2011_08 |