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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 25039Erstellt: 25. Oktober 2026

Water → 4-[4-(t-Butoxycarbonylamino)methyl-4-hydroxypiperidin-1-yl]pyridine 1-Oxide

https://huagongshe.com/reaction/25039

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt4-chloropyridine N-oxideHCID 70724—
EduktSodium BicarbonateHCID 516892—
Edukttert-butyl N-((4-hydroxypiperidin-4-yl)methyl)carbamateHCID 10868112—
LösungsmittelIsoamyl AlcoholHCID 31260—
Produkt4-[4-(t-Butoxycarbonylamino)methyl-4-hydroxypiperidin-1-yl]pyridine 1-OxideHCID 1103465836,8%

Reaktionsschritte

To a suspension in isoamyl alcohol (35 ml) of conventionally known compounds: 4-[(t-butoxycarbonylamino)methyl]-4-hydroxypiperidine (2.00 g) and 4-chloropyridine 1-oxide (1.12 g), was added sodium hydrogencarbonate (1.75 g) and the mixture was heated under reflux for 4 hours. The reaction mixture was allowed to cool and water was added thereto. The reaction mixture was extracted with methylene chloride and the organic layer was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent:methylene chloride:methanol=9:1-4:1) to obtain the title compound (1.03 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06858599B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-784990b1458d4facbd2c0e6fab5babbd
Quellennotizuspto-grants-2005_02