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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15034Erstellt: 24. Oktober 2026

Dimethylformamide → 4-benzyloxy-1-{4-[(2-tetrahydropyranyl)oxy]phenyl}-1H-pyridin-2-one

https://huagongshe.com/de/reaction/15034

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPotassium CarbonateHCID 11430—
Edukt2H-Pyran, tetrahydro-2-(4-iodophenoxy)-HCID 2916803—
Edukt4-Benzyloxy-2(1H)-pyridoneHCID 3607724—
LösungsmittelWaterHCID 962—
Produkt4-benzyloxy-1-{4-[(2-tetrahydropyranyl)oxy]phenyl}-1H-pyridin-2-oneHCID 6843067158%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

A mixture of 4-benzyloxy-1H-pyridin-2-one (7.04 g, 35.0 mmols), 2-[(4-iodophenyl)oxy]tetrahydropyran (13.6 g, 44.8 mmols), cuprous iodide (2.1 g, 11.2 mmols), potassium carbonate (10.3 g, 73.5 mmols) and N,N-dimethylformamide (200 mL) was stirred overnight at 150° C. The reaction liquid was cooled to room temperature, into which water (1.2 L) was poured, and the formed insoluble matter was recovered by filtration. Chloroform (300 mL) was added to the insoluble matter, followed by another filtration. The filtered organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, ethyl acetate was added to the resulting residue. The precipitate was recovered by filtration and dried to provide the title compound (7.6 g, 58%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732456B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-eb7b6873e47a44308528e9ab831d00fd
Quellennotizuspto-grants-2010_06