Azobisisobutyronitrile → Methyl 2-bromo-2-(3-methoxyphenyl)acetate

HRID 270920Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 270920
CC(N=NC(C#N)(C)C)(C#N)C.[CH3:13][O:14][C:15](=[O:25])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1.C1C(=O)N([Br:33])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[CH3:13][O:14][C:15](=[O:25])[CH:16]([Br:33])[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1

Komponenten

5

Edukt 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 519609Methyl 2-(3-methoxyphenyl)acetate

Produkt 1

HCID 289522Methyl 2-bromo-2-(3-methoxyphenyl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

AIBN (10 mg) was added to a solution of (3-Methoxy-phenyl)-acetic acid methyl ester (2 g, 11 mmol) in CCl4 (30 ml). The solution was then heated to reflux and NBS (2.3 g, 13 mmol) was added in portions. After complete addition the reaction mixture was refluxed for 4 h. After cooling, solid residue was filtered off and the filtrate concentrated to yield product Bromo-(3-methoxy-phenyl)-acetic acid methyl ester, that was washed repeatedly with pet ether.

Aufarbeitung

  1. temperatureThe solution was then heated
  2. temperatureto reflux
  3. additionAfter complete addition the reaction mixture
  4. temperaturewas refluxed for 4 h
  5. temperatureAfter cooling
  6. filtrationsolid residue was filtered off
  7. concentrationthe filtrate concentrated

Quellen und Nachweise

ORD-Eintrag
ord-055cd0ad1a504888886fea879d7b9bcb
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07449576B1

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