Benzoyl Peroxide → HCID 19046452, Verbindung

HRID 1439938Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1439938
[C:1]([C:5]1[CH:6]=[C:7]([CH3:12])[CH:8]=[C:9]([Cl:11])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[C:1]([C:5]1[CH:6]=[C:7]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[CH2:12][Br:13])([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 190464341-tert-Butyl-3-chloro-5-methylbenzene

Produkt 1

HCID 19046452HCID 19046452, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

3-t-Butyl-5-chlorotoluene (5.7 g) was dissolved in carbon tetrachloride (80 ml) and N-bromosuccinimide (5.56 g) was added followed by benzoyl peroxide (750 mg). This mixture was heated at reflux for 6 h. The mixture was cooled, filtered through celite and the flitrate was concentrated in vacuo. The residue was purified by chromatography on silica using hexane as eluant. This afforded the title compound as a colourless liquid. 1H NMR (360 MHz, CDCl3) δ 1.31 (9H, s, (CH3)3), 4.42 (2H, s, CH2), 7.20 (1H, t, J=1.5 Hz, ArH), 7.26 (1H, t, J=1.5 Hz, ArH), 7.28 (1H, t, J=1.5 Hz, ArH).

Aufarbeitung

  1. temperatureThis mixture was heated
  2. temperatureat reflux for 6 h
  3. temperatureThe mixture was cooled
  4. filtrationfiltered through celite
  5. concentrationthe flitrate was concentrated in vacuo
  6. customThe residue was purified by chromatography on silica

Quellen und Nachweise

ORD-Eintrag
ord-358a5873c602481494e1c947d62db4a0
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05496833

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