Benzoyl Peroxide → 1-Bromo-3-(bromomethyl)-2-chloro-4-fluorobenzene

HRID 1093917Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1093917
[Br:1][C:2]1[C:3]([Cl:10])=[C:4]([CH3:9])[C:5]([F:8])=[CH:6][CH:7]=1.[Br:11]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[C:4]([CH2:9][Br:11])[C:3]=1[Cl:10]

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 27362271-Bromo-2-chloro-4-fluoro-3-methylbenzene

Produkt 1

HCID 579988441-Bromo-3-(bromomethyl)-2-chloro-4-fluorobenzeneAusbeute 98,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

3-Bromo-2-chloro-6-fluoro-toluene (8.0 g), N-bromosuccinimide (NBS) (6.42 g) and a catalytic amount of benzoyl peroxide in carbon tetrachloride (40 ml) were heated to reflux. A 500 watt tungsten halogen lamp was used to initiate the reaction. The reaction mixture was heated to reflux and irradiated for 30 minutes. The reaction mixture was allowed to cool and then filtered. The filtrate was concentrated to give a colourless oil which solidified on standing to give 1-bromo-3-bromomethyl-2-chloro-4-fluorobenzene as an off-white solid (10.7 g).

Aufarbeitung

  1. customthe reaction
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux
  4. customirradiated for 30 minutes
  5. temperatureto cool
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated
  8. customto give a colourless oil which

Quellen und Nachweise

ORD-Eintrag
ord-bb0dccba06ac4f86b58be026ade3954f
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08133847B2

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