Benzoyl Peroxide → 1-(Bromomethyl)-2-chloro-3-methylbenzene

HRID 1042347

Reaktionsgleichung

Reaktionsgleichung von HRID 1042347
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:9].C1C(=O)N([Br:17])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:17][CH2:9][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([CH3:8])[C:2]=1[Cl:1]

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 328851-Chloro-2,6-dimethylbenzeneHCID 67184N-bromobutanimide

Produkt 1

HCID 153644661-(Bromomethyl)-2-chloro-3-methylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A solution of 2-chloro-m-xylene (5.00 g, 35.60 mmol), NBS (5.70 g, 32.03 mmol), and a catalytic amount of benzoyl peroxide (100 mg) in CCl4 was refluxed for 1 hour. After cooling to room temperature the resulting mixture was filtered and the filtrate was distilled off. Purification by column chromatography using pentane as the eluant followed by distillation afforded the title compound. Spectroscopic data: 1H NMR (300 MHz, CDCl3.) δ 2.39 (s, 3H), 4.61 (s, 2H), 7.08-7.23 (m, 2H), 7.25-7.30 (m, 1H).

Aufarbeitung

  1. filtrationwas filtered
  2. distillationthe filtrate was distilled off
  3. customPurification by column chromatography
  4. distillationfollowed by distillation

Quellen und Nachweise

ORD-Eintrag
ord-e569125c88214a4ab8e24fa7f3a77c0e
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557853B2

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