Sodium Hydroxide → 7-Methylquinolin-6-ol

HRID 228868

Reaktionsgleichung

Reaktionsgleichung von HRID 228868
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH3:13])[N:9]=[CH:8][CH:7]=[CH:6]2.[OH-].[Na+].C(=O)([O-])O.[Na+]>Br(O)(=O)=O>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[CH3:13])[N:9]=[CH:8][CH:7]=[CH:6]2

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 155348986-Methoxy-7-methylquinoline

Produkt 1

HCID 128389567-Methylquinolin-6-olAusbeute 47,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24445Bromic acidLösungsmittel

Versuchsvorschrift

6-Methoxy-7-methyl-quinoline (3 g) was added to an aqueous bromic acid solution (30 ml), and the mixture was heated under reflux for 7 hr. The reaction solution was cooled to room temperature, the aqueous layer was then neutralized with an aqueous sodium hydroxide solution and an aqueous sodium hydrogencarbonate solution. The organic layer was extracted with ether, the solvent was removed by distillation under the reduced pressure, and the residue was washed with cooled ether to give 6-hydroxy-7-methylquinoline (1.3 g, yield 47%).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 7 hr
  3. extractionThe organic layer was extracted with ether
  4. customthe solvent was removed by distillation under the reduced pressure
  5. washthe residue was washed with cooled ether

Quellen und Nachweise

ORD-Eintrag
ord-a88db85475c740678b93231be4afa665
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560558B2

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