Benzoyl Peroxide → 2-(Bromomethyl)-7-chloroquinoline

HRID 22584

Reaktionsgleichung

Reaktionsgleichung von HRID 22584
[Br:1]N1C(=O)CCC1=O.[Cl:9][C:10]1[CH:19]=[C:18]2[C:13]([CH:14]=[CH:15][C:16]([CH3:20])=[N:17]2)=[CH:12][CH:11]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:1][CH2:20][C:16]1[CH:15]=[CH:14][C:13]2[C:18](=[CH:19][C:10]([Cl:9])=[CH:11][CH:12]=2)[N:17]=1

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 1383957-Chloro-2-methylquinoline

Produkt 1

HCID 102441602-(Bromomethyl)-7-chloroquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A stirred suspension of N-bromosuccinimide (9.0 g), 7-chloroquinaldine (9.0 g), dibenzoylperoxide (0.5 g ) in CCl4 (200 ml) at 90° was illuminated with a 225W sunlamp for 6 hours. The suspension was cooled and passed through a plug of silica gel. The plug of silica gel was washed with 30% ether in hexane and the filtrate was evaporated. Flash chromatography of the residue using 30% ether in hexane afforded the title compound.

Aufarbeitung

  1. temperatureThe suspension was cooled
  2. washThe plug of silica gel was washed with 30% ether in hexane
  3. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-fbd00b5413db49c0a6a962721018cef8
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428171

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