2,5-Dibromohydroquinone → 2,5-Dibromo-1,4-benzoquinone

HRID 1060618Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1060618
[Br:1][C:2]1[CH:8]=[C:7]([OH:9])[C:6]([Br:10])=[CH:5][C:3]=1[OH:4].[N+]([O-])([O-])=O.[NH4+].[Ce]>C(#N)C.O>[Br:1][C:2]1[C:3](=[O:4])[CH:5]=[C:6]([Br:10])[C:7](=[O:9])[CH:8]=1

Komponenten

5

Edukt 2

HCID 2809452,5-DibromohydroquinoneHCID 57418452Ammonium cerium-nitrate

Produkt 1

HCID 5430932,5-Dibromo-1,4-benzoquinoneAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 2,5-dibromohydroquinone (1) (5 g, 18.6 mol) in acetonitrile (250 ml) was added cerium ammonium nitrate (21.4 g, 39.0 mmol), in small portions. The clear orange solution was stirred for 10 min at room temperature, diluted with water (80 ml) and extracted with chloroform (3×200 ml). The combined chloroform layers were dried over sodium sulphate and evaporated, yielding 3.5 g (71%) of the quinone (2).

Aufarbeitung

  1. extractionextracted with chloroform (3×200 ml)
  2. dry with materialThe combined chloroform layers were dried over sodium sulphate
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-58327378666747f79ea504e3e98fc7d5
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06525063B2

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