3-Fluoro-5-bromobenzaldehyde oxime → 3-Bromo-5-fluorobenzonitrile

HRID 7002Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 7002
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:11])[CH:10]=1)[CH:5]=[N:6]O>C(#N)C.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:11])[CH:10]=1)[C:5]#[N:6]

Komponenten

4

Edukt 1

HCID 738580123-Fluoro-5-bromobenzaldehyde oxime

Produkt 1

HCID 27833303-Bromo-5-fluorobenzonitrileAusbeute 89,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8895Cupric acetateKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

The above oxime (3.76 g, 17.24 mmol) and copper (II) acetate (370 mg) were dissolved in acetonitrile (100 cm3) under nitrogen and heated under reflux. After 5 h, the mixture was evaporated, the residue taken into EtOAc, washed with sulfuric acid (1N), water, brine, dried (MgSO4) and evaporated to give 3-fluoro-5-bromobenzonitrile (3.08 g, 15.39 mmol, 89%) which was used without further purification.

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux
  3. customthe mixture was evaporated
  4. washwashed with sulfuric acid (1N), water, brine
  5. dry with materialdried (MgSO4)
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-127f208a746641c1877f78d37d4f625e
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084168B2

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