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Methyl iodide → 3,8-Dimethoxy quinoline

HRID 399745
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 399745
[OH:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[O:12][CH3:13].[OH-].[K+].I[CH3:17]>C(O)C>[CH3:17][O:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[O:12][CH3:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 110843893-Quinolinol, 8-methoxy-2×

Produkt 1

HCID 105837983,8-Dimethoxy quinolineAusbeute 87,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

175 mg of 3-hydroxy-8-methoxy quinoline [compound (V)] prepared in example 6 and 66 mg of potassium hydroxide were added to 3 ml of ethanol, and the solution was agitated for 30 minutes. To the solution was added 284 mg of iodomethane, and the solution was agitated for 24 hours. The solvent was removed, and the solution was extracted with dichloromethane. The dichloromethane layer was washed with water and aqueous sodium hydroxide, and dried with anhydrous magnesium sulfate. The dichloromethane was removed by vacuum distillation to give 165 mg of 3,8-dimethoxy quinoline.

Aufarbeitung

  1. stirringthe solution was agitated for 24 hours
  2. customThe solvent was removed
  3. extractionthe solution was extracted with dichloromethane
  4. washThe dichloromethane layer was washed with water and aqueous sodium hydroxide
  5. dry with materialdried with anhydrous magnesium sulfate
  6. customThe dichloromethane was removed by vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-aaf958ebc6be4ebdac4f38df1b6371fc
Quelldatensatz
uspto-grants-1998_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05824689

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