2,5 Dibromotoluene → 1,4-Dibromo-2-(bromomethyl)benzene

HRID 1780900

Reaktionsgleichung

Reaktionsgleichung von HRID 1780900
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[CH3:9].C1C(=O)N([Br:17])C(=O)C1>C(Cl)(Cl)(Cl)Cl.C(OOCC1C=CC=CC=1)C1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[CH2:9][Br:17]

Komponenten

5

Edukt 2

HCID 120062,5 DibromotolueneHCID 67184N-bromobutanimide

Produkt 1

HCID 53260381,4-Dibromo-2-(bromomethyl)benzeneAusbeute 55,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 11229634Benzyl PeroxideKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

To a solution of 75 g (0.3 mol) of 2,5-dibromotoluene in 1 L of carbon tetrachloride was added 58.73 g (0.33 mol) of NBS and 50 mg of benzyl peroxide, and the resulting mixture was refluxed with stirring for 24 h. The mixture was cooled, and concentrated in vacuo. The residue was crystallized from hot methanol and washed with hexane to afford 54.5 g (55.7%) of 2,5-dibromobenzyl bromide as a solid.

Aufarbeitung

  1. temperaturethe resulting mixture was refluxed
  2. temperatureThe mixture was cooled
  3. concentrationconcentrated in vacuo
  4. customThe residue was crystallized from hot methanol
  5. washwashed with hexane

Quellen und Nachweise

ORD-Eintrag
ord-97e68516a7b54210978c6375755505c7
Quelldatensatz
uspto-grants-1997_05
Patentnummer
US05631264

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