4-Chloroquinoline → 4-Methoxyquinoline

HRID 1352484

Reaktionsgleichung

Reaktionsgleichung von HRID 1352484
[CH3:1][O-:2].[Na+].Cl[C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1>CO>[CH3:1][O:2][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1

Komponenten

4

Edukt 2

HCID 691404-ChloroquinolineHCID 10942334Sodium Methoxide

Produkt 1

HCID 5219384-MethoxyquinolineAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of sodium methoxide (33 g) in methanol (130 ml), 4-chloroquinoline (10 g) was added under stirring. The mixture was heated under reflux for 6 hours. After cooling, the reaction mixture was concentrated, then dissolved in dichloromethane (250 ml) and washed with water (250 ml). The organic layer was dried over sodium sulfate. The solvent was evaporated to give a yellow oil (7.39 g, 76% yield) which was not purified.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. temperatureAfter cooling
  4. concentrationthe reaction mixture was concentrated
  5. dissolutiondissolved in dichloromethane (250 ml)
  6. washwashed with water (250 ml)
  7. dry with materialThe organic layer was dried over sodium sulfate
  8. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-bec4131bde0f43f59b57d4718ce90a6c
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07220760B2

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