Sodium Hydroxide → Quinolin-8-ylmethanol

HRID 1088785Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1088785
C([O:4][CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[CH:13][CH:12]=[CH:11]2)(=O)C.[OH-].[Na+]>CO>[OH:4][CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[CH:13][CH:12]=[CH:11]2

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 150531408-Quinolinemethanol,acetate(ester)

Produkt 1

HCID 594412Quinolin-8-ylmethanolAusbeute 96,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 8-acetoxymethylquinoline (12.07 g) in methanol (80 ml) was added an 30% aqueous solution of sodium hydroxide, and the mixture was heated and refluxed for 1.5 hours. After distilling off the methanol, the resulting residue was extracted with chloroform. After drying over anhydrous magnesium sulfate, the solvent was distilled off. The residue was recrystallized from ethyl acetate-n-hexane to give 8-hydroxymethylquinoline (9.21 g).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperaturerefluxed for 1.5 hours
  3. distillationAfter distilling off the methanol
  4. extractionthe resulting residue was extracted with chloroform
  5. dry with materialAfter drying over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off
  7. customThe residue was recrystallized from ethyl acetate-n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-954b08e55d2248718904bd63c0437371
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04963566

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