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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1675086Erstellt: 27. Oktober 2026

Benzyl 4-hydroxy-4-(pyridin-3-yl)piperidine-1-carboxylate → 4-(Pyridin-3-yl)piperidin-4-ol

https://huagongshe.com/reaction/1675086

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl 4-hydroxy-4-(pyridin-3-yl)piperidine-1-carboxylateHCID 21480587—
EduktHCID 178418361HCID 178418361—
KatalysatorPalladiumHCID 23938—
LösungsmittelEthanolHCID 702—
Produkt4-(Pyridin-3-yl)piperidin-4-olHCID 498916780%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08003649B2
Quelldatensatzuspto-grants-2011_08
ORD IDord-dae26efd5249466eb1c34c55007141d4
Quellennotizuspto-grants-2011_08