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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 68949Erstellt: 25. Oktober 2026

Water → 5-(2,2-Dihydroxyethyl)-5h-furo[3,2-c]pyridin-4-one

https://huagongshe.com/reaction/68949

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
EduktEthane, 2-bromo-1,1-diethoxy-HCID 74852—
Edukt4H,5H-furo(3,2-c)pyridin-4-oneHCID 288746—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-(2,2-Dihydroxyethyl)-5h-furo[3,2-c]pyridin-4-oneHCID 66960986—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Sodium hydride (60% in oil, 0.36 g) was suspended in DMF (10 ml), and was cooled to 0° C. in an ice water bath. 5H-Furo[3,2-c]pyridin-4-one (1.0 g) was added thereto at the same temperature, and the mixture was stirred at 0° C. for an hour. Bromoacetaldehyde diethylacetal (2.6 ml) was added thereto, and the mixture was stirred at 80° C. for 5 hours. Water was added to the reaction liquid, followed by extraction by ethyl acetate. The organic layer was dried over sodium sulfate, and condensed under reduced pressure. A 3N-hydrochrolic acid (5.8 ml) was added to an acetone solution (20 ml) of the residue, and the liquid was stirred at 60° C. for 5 hours. Water was added to the reaction liquid and stirred at room temperature. The precipitated insoluble matter was separated, washed with water, and dried to give the title compound (0.90 g) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822453B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-f963c59e248a490eb8911690ec354794
Quellennotizuspto-grants-2014_09