Ethyl 3-hydroxyfuro[2,3-c]pyridine-2-carboxylate → Furo[2,3-C]pyridin-3(2H)-one

HRID 1508198Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1508198
C(OC([C:6]1[O:14][C:9]2=[CH:10][N:11]=[CH:12][CH:13]=[C:8]2[C:7]=1[OH:15])=O)C>Cl.O>[O:14]1[C:9]2=[CH:10][N:11]=[CH:12][CH:13]=[C:8]2[C:7](=[O:15])[CH2:6]1

Komponenten

4

Edukt 1

HCID 54723934Ethyl 3-hydroxyfuro[2,3-c]pyridine-2-carboxylate

Produkt 1

HCID 14199080Furo[2,3-C]pyridin-3(2H)-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A suspension of 3-hydroxyfuro[2,3-c]pyridine-2-carboxylic acid ethyl ester (10 mmol) in 10 mL 25% HCl solution and 5 mL H2O was heated to reflux overnight. After cooling to RT, the reaction mixture was quenched with sat. aq. NaHCO3 solution and extracted with EtOAc. The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the desired product as brown solid;

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customthe reaction mixture was quenched with sat. aq. NaHCO3 solution
  4. extractionextracted with EtOAc
  5. dry with materialThe combined organic layers were dried over MgSO4
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e8465752acde40e68505e484cd7c1730
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09221832B2

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