Benzoyl Peroxide → 1-Bromo-2-(bromomethyl)-3-methylbenzene

HRID 427513

Reaktionsgleichung

Reaktionsgleichung von HRID 427513
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH3:9].[Br:10]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>ClC(Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH2:9][Br:10]

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 684723-Bromo-o-xylene

Produkt 1

HCID 133583181-Bromo-2-(bromomethyl)-3-methylbenzeneAusbeute 45 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A mixture of 3-bromo-o-xylene (15 g, 81 mmol), N-bromo succinimid (15.1 g, 85.1 mmol), dibenzoylperoxid (0.65 g) and tetrachloromethane (150 ml) was refluxed for 5 hours. After filtration the filtrate was washed with sodium hydrogensulfite and water. The organic layer was dried over sodium sulfate and evaporated in vacuo. Chromatography (SiO2) (petroleum ether:ethyl acetate, 100:4) gave a 16.8 g fraction of a mixture containing 45% of the title compound. This mixture was used without further purification.

Aufarbeitung

  1. temperaturewas refluxed for 5 hours
  2. filtrationAfter filtration the filtrate
  3. washwas washed with sodium hydrogensulfite and water
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customevaporated in vacuo
  6. customChromatography (SiO2) (petroleum ether:ethyl acetate, 100:4) gave a 16.8 g fraction of a mixture

Quellen und Nachweise

ORD-Eintrag
ord-51db4384e25a49baa3d78657a3dfbb95
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313137B1

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