Hydrochloric Acid → 3-Quinolinecarboxylic acid, 1,2-dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxo-

HRID 1421493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1421493
Cl.C([O:4][C:5]([C:7]1[C:8](=[O:21])[N:9]([CH3:20])[C:10]2[C:15]([C:16]=1[OH:17])=[C:14]([O:18][CH3:19])[CH:13]=[CH:12][CH:11]=2)=[O:6])C>C(OC(=O)C)(=O)C>[OH:17][C:16]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[O:18][CH3:19])[N:9]([CH3:20])[C:8](=[O:21])[C:7]=1[C:5]([OH:6])=[O:4]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 54728881Ethyl 4-hydroxy-5-methoxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate

Produkt 1

HCID 547035823-Quinolinecarboxylic acid, 1,2-dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxo-Ausbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7918Acetic AnhydrideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

While cooling, 10 ml of conc. hydrochloric acid was added to 30 ml of acetic anhydride. To this solution, 1,2-dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxo-quinoline-3-carboxylic acid ethyl ester (10.5 g, 38 mmol) was added and the mixture heated at 80° C. for 14 hours. The mixture was cooled to room temperature and the crystalline product was filtered off, washed with cold methanol and dried to give the title compound (7.2 g), yield 77%.

Aufarbeitung

  1. temperatureWhile cooling
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationthe crystalline product was filtered off
  4. washwashed with cold methanol
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-87a2286b28174e1aa3b9b2cd7c7770e2
Quelldatensatz
uspto-grants-2000_06
Patentnummer
US06077851

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