Selenium Dioxide → 7-Bromo-2-quinolinecarboxaldehyde

HRID 408104Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 408104
[Se](=O)=[O:2].[Br:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[CH:10][C:11]([CH3:15])=[N:12]2)=[CH:7][CH:6]=1>O1CCOCC1>[Br:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[CH:10][C:11]([CH:15]=[O:2])=[N:12]2)=[CH:7][CH:6]=1

Komponenten

4

Edukt 2

HCID 24007Selenium DioxideHCID 123328967-Bromo-2-methylquinoline

Produkt 1

HCID 366880237-Bromo-2-quinolinecarboxaldehydeAusbeute 124,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Selenium dioxide (1.6 g, 14 mmol, 1.3 eq) was suspended in dioxan (50 mL) and was heated to 60° C. At this temperature 7-bromoquinaldine (2.5 g, 11.2 mmol) was introduced and the mixture was left at 80° C. for 3 hours. After cooling the mixture to room temperature, the crude slurry was filtered on celite, eluted with dioxan and concentrated under reduced pressure. The product was obtained pure as a brown solid (3.3 g, >98%) that was used without furter purification.

Aufarbeitung

  1. temperatureAfter cooling the mixture to room temperature
  2. filtrationthe crude slurry was filtered on celite
  3. washeluted with dioxan
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e538b56964c2423a85a9c806175abb70
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759331B2

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