2-Chloro-4-nitrotoluene → 1-(Bromomethyl)-2-chloro-4-nitrobenzene

HRID 534781

Reaktionsgleichung

Reaktionsgleichung von HRID 534781
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH3:11].[Br:12]N1C(=O)CCC1=O>ClC(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:12][CH2:11][C:3]1[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=1[Cl:1]

Komponenten

5

Edukt 2

HCID 84912-Chloro-4-nitrotolueneHCID 67184N-bromobutanimide

Produkt 1

HCID 30163681-(Bromomethyl)-2-chloro-4-nitrobenzeneAusbeute 133,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7187Benzoyl PeroxideKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A mixture of 2-chloro-4-nitrotoluene (0.20 g, 1.17 mmol), N-bromosuccinimide (0.228 g, 1.28 mmol) and benzoyl peroxide (0.014 g, 0.058 mmol) in tetrachloromethane (7 mL) was irradiated (500 W lamp) at reflux overnight. The reaction mixture was concentrated to give a yellow oil/solid (0.391 g) which was used directly in the next step without further purification.

Aufarbeitung

  1. customwas irradiated (500 W lamp)
  2. temperatureat reflux overnight
  3. concentrationThe reaction mixture was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-be8cf00bf0164c208597f65f821791a1
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853218B2

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