Azobisisobutyronitrile → 4-Bromomethyl-2-trifluoromethylbenzonitrile

HRID 1441685Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1441685
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:3]=1.[Br:14]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>ClC(Cl)(Cl)Cl>[Br:14][CH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([C:10]([F:11])([F:12])[F:13])[CH:3]=1

Komponenten

5

Edukt 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 27755974-Methyl-2-(trifluoromethyl)benzonitrile

Produkt 1

HCID 591645854-Bromomethyl-2-trifluoromethylbenzonitrileAusbeute 157,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

To a refluxing mixture of 5.0 g 4-Methyl-2-(trifluoromethyl)benzonitrile in 50 ml tetrachloromethane were added a mixture of 5.77 g N-bromosuccinimide and 1.77 g 2,2′-azobis(2-methylpropionitrile). The reaction mixture was heated under reflux for three hours. The reaction mixture was filtered through a pad of celite and the solvent was removed in vacuo to obtain 11.2 g crude 4-Bromomethyl-2-trifluoromethyl-benzonitrile (impurified with the dibromo product) as a white solid. This material was used without further purification.

Aufarbeitung

  1. additionwere added
  2. temperatureThe reaction mixture was heated
  3. temperatureunder reflux for three hours
  4. filtrationThe reaction mixture was filtered through a pad of celite
  5. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f1dbe9fd966e46c483507ca4ba370b6e
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07655679B2

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