Benzoyl Peroxide → 3-Bromo-2-(4-chlorobenzylidene)indan-1-one

HRID 59015

Reaktionsgleichung

Reaktionsgleichung von HRID 59015
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH:6]=[C:7]2[CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8]2=[O:16])=[CH:4][CH:3]=1.[Br:19]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:19][CH:15]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:16])[C:7]1=[CH:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 3672172-(p-Chlorobenzylidene)-1-indanone

Produkt 1

HCID 687485823-Bromo-2-(4-chlorobenzylidene)indan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

2-(4-chlorobenzylidene)indan-1-one (2.44 g, 9.58 mmol) was dissolved in 35 mL of CCl4. N-bromosuccinimide (1.685 g, 9.58 mmol) and benzoyl peroxide (122 mg, 0.52 mmol) were added in one portion. The solution was then stirred under reflux for one hour and then filtered once cooled to room temperature. The precipitate was separated using flash column chromatography (15:1 Hexanes/EtOAc) provided 14a as white crystals.

Aufarbeitung

  1. temperatureunder reflux for one hour
  2. filtrationfiltered once
  3. customThe precipitate was separated

Quellen und Nachweise

ORD-Eintrag
ord-814d39fdb22b4d17948eb2814524dcdd
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09439877B2

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