Benzoyl Peroxide → 2-Bromomethyl-5-nitroquinoline

HRID 2215462

Reaktionsgleichung

Reaktionsgleichung von HRID 2215462
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8]([CH3:14])=[N:9]2)([O-:3])=[O:2].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Br:33]N1C(=O)CCC1=O>ClC(Cl)(Cl)Cl>[Br:33][CH2:14][C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[CH:13][C:4]=2[N+:1]([O-:3])=[O:2])[N:9]=1

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 2948672-Methyl-5-nitroquinoline

Produkt 1

HCID 219488492-Bromomethyl-5-nitroquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A solution that consists of 800 mg (4.25 mmol) of 5-nitro-2-methylquinoline in 20 ml of tetrachloromethane is mixed with 11 mg (0.04 mmol) of benzoyl peroxide and 794 mg (4.46 mmol) of N-bromosuccinimide. The reaction mixture is allowed to reflux for 8 hours in the presence of UV light. Insoluble components are filtered off, and the filtrate is concentrated by evaporation. After purification on silica gel with hexane-ethyl acetate (0–100%), 320 mg (28% of theory) of the product is obtained.

Aufarbeitung

  1. temperatureto reflux for 8 hours in the presence of UV light
  2. filtrationInsoluble components are filtered off
  3. concentrationthe filtrate is concentrated by evaporation
  4. customAfter purification on silica gel with hexane-ethyl acetate (0–100%), 320 mg (28% of theory) of the product
  5. customis obtained

Quellen und Nachweise

ORD-Eintrag
ord-97368b999dd243219c98c85131e4d324
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07109212B2

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