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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 23951Erstellt: 24. Oktober 2026

Sodium hydride → 1-Boc-4-(2-pyridyloxy)piperidine

https://huagongshe.com/de/reaction/23951

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
Edukt2-Chloropyridine--hydrogen chloride (1/1)HCID 15619920—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Boc-4-(2-pyridyloxy)piperidineHCID 2190603972%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

1-t-Butoxycarbonyl-4-piperidinol (5.0 g 24.88 mmol) in dry dimethylformamide (60 ml) was treated with sodium hydride (60% 2.99 g 74.75 mmol) at room temperature under argon and then with 2-chloropyridine hydrochloride (4.1 g 27.33 mmol). Then mixture was heated at 80° C. overnight. After cooling the reaction was carefully quenched with water (5 ml) and then diluted with more water (20 ml) and extracted with ethyl acetate (30 ml). The organic solution was washed with sat. sodium bicarbonate, dried (MgSO4) and evaporated to give 1-t-butoxycarbonyl-4-(2-pyridoxy)piperidine (4.96 g 72%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06855715B1
Quelldatensatzuspto-grants-2005_02
ORD IDord-390aae966993417181c270dae2276020
Quellennotizuspto-grants-2005_02