N-bromobutanimide → 5-(Bromomethyl)-2-chloro-3-fluoropyridine

HRID 623285

Reaktionsgleichung

Reaktionsgleichung von HRID 623285
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([CH3:9])=[CH:4][N:3]=1.[Br:10]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:10][CH2:9][C:5]1[CH:6]=[C:7]([F:8])[C:2]([Cl:1])=[N:3][CH:4]=1

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 135413652-Chloro-3-fluoro-5-methylpyridine

Produkt 1

HCID 592970785-(Bromomethyl)-2-chloro-3-fluoropyridineAusbeute 51 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7187Benzoyl PeroxideKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

4.00 g (27.6 mmol) of 2-chloro-3-fluoro-5-methyl pyridine was dissolved in 80 ml of carbon tetrachloride, 7.37 g (41.4 mmol) of N-bromosuccinimide and 20 mg of benzoyl peroxide were added thereto, and the resulting mixture was heated and refluxed overnight. After the reaction was completed, the reaction solution was returned to room temperature, concentrated under reduced pressure and purified by silica gel column chromatography (hexane:ethyl acetate=19:1) to obtain 3.06 g (yield 51%) of 5-(bromomethyl)-2-chloro-3-fluoropyridine.

Aufarbeitung

  1. temperaturethe resulting mixture was heated
  2. temperaturerefluxed overnight
  3. customwas returned to room temperature
  4. concentrationconcentrated under reduced pressure
  5. custompurified by silica gel column chromatography (hexane:ethyl acetate=19:1)

Quellen und Nachweise

ORD-Eintrag
ord-0de255f4db904a38a841d8ba9c0a04cb
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09301525B2

Verknüpfte Notizen

Wird geladen…