Azobisisobutyronitrile → 2-(4-Bromomethylphenyl)pyridine

HRID 458510Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 458510
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=1.[Br:14]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>ClC(Cl)(Cl)Cl>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:8]=[CH:9][C:10]([CH2:13][Br:14])=[CH:11][CH:12]=1

Komponenten

5

Edukt 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 782192-(p-Tolyl)pyridine

Produkt 1

HCID 98875912-(4-Bromomethylphenyl)pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

4-(2-Pyridyl)toluene, 2 mL (1.98 g, 11.7 mmol), N-bromosuccinimide (NBS), 2.5 g (14.0 mmol), and α,α′-azobis(isobutyronitrile) (AIBN), 23 mg (0.14 mmol) were suspended in 35 mL tetrachloromethane, and refluxed for 24 hours. The product was filtered, and the solvent removed from the filtrate by rotary evaporation. Equal amounts of chloroform and water were added and the product extracted. The chloroform layer was separated and dried, and the solvent removed. 4-(2-Pyridyl)benzyl bromide, 2 g, was obtained as a sticky yellow solid.

Aufarbeitung

  1. temperaturerefluxed for 24 hours
  2. filtrationThe product was filtered
  3. customthe solvent removed from the filtrate by rotary evaporation
  4. additionEqual amounts of chloroform and water were added
  5. extractionthe product extracted
  6. customThe chloroform layer was separated
  7. customdried
  8. customthe solvent removed

Quellen und Nachweise

ORD-Eintrag
ord-aebe37f25c0e45598e5623c14797471c
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192918B2

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