Benzoyl Peroxide → HCID 19390097, Verbindung

HRID 1042357Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1042357
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[O:9][CH3:10].C1C(=O)N([Br:18])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:18][CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[O:9][CH3:10]

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 134345771-Chloro-2-methoxy-3-methylbenzene

Produkt 1

HCID 19390097HCID 19390097, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A solution of 1-chloro-2-methoxy-3-methyl-benzene (13.40 g, 85.60 mmol), NBS (15.30 g, 86.00 mmol) and a catalytic amount of benzoyl peroxide (150 mg) in CCl4 was refluxed for 30 minutes. The reaction mixture was cooled to room temperature and filtered. The precipitate was washed with pentane. The solvent was distilled off and the residue was purified by column chromatography using pentane as the eluant to afford the title compound. Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ 4.00 (s, 3H), 4.56 (s, 2H), 7.04 (t, J=7.62 Hz, 1H), 7.29 (dd, J=7.62 Hz, 1H), 7.34 (dd, J=7.92 Hz, 1H).

Aufarbeitung

  1. filtrationfiltered
  2. washThe precipitate was washed with pentane
  3. distillationThe solvent was distilled off
  4. customthe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-91e223c0fc3f4945ad1067a96e327316
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557853B2

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