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

HRID 9314

Reaktionsgleichung

Reaktionsgleichung von HRID 9314
[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-09c0fd12d8af423d9f04780d9705f1c8
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091234B2

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