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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 30492Erstellt: 25. Oktober 2026

Hydrochloric Acid → 4-Ethyl-4-hydroxy-1H-pyrano[3,4-c]pyridine-3,8(4H,7H)-dione

https://huagongshe.com/reaction/30492

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktN,N-diethyl-2-oxo butyramideHCID 10953779—
EduktN,N-diethyl-2-hydroxy-2-(3-hydroxymethyl-2-oxo-1,2-dihydro-pyridin-4-yl)-butyramideHCID 45141716—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt4-Ethyl-4-hydroxy-1H-pyrano[3,4-c]pyridine-3,8(4H,7H)-dioneHCID 1013050321,4%

Reaktionsschritte

To a suspension of 560.0 mg of compound (15) as obtained from example 9 (1.983 mmol) in 11.2 mL dimethoxyethane were added dropwise at 0° C. 1.68 mL concentrated aqueous hydrochloric acid (36.5%) (19.83 mmol, 10.0 eq). The ice bath was removed after 15 min and the triphasic mixture was vigorously stirred. After 4 h, the mixture was evaporated to dryness in a rotary evaporator (27° C., 5 mbar, then 1 mbar). The crude product was obtained as a lightly yellow semisolid (805.4mg, 194% by weight).333.3 mg crude product were purified by trituration with 0.7 mL methanol at room temperature for 18 h furnishing the title compound (168.7 mg, 0.425 mmol, 98% by weight) as white crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07423152B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-bc30c2135ffb4ce38ef1aca651f421c6
Quellennotizuspto-grants-2008_09