Carbon Tetrachloride → 2-Bromo-5-bromomethylpyridine

HRID 71668

Reaktionsgleichung

Reaktionsgleichung von HRID 71668
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.C(Cl)(Cl)(Cl)Cl.C1C(=O)N([Br:21])C(=O)C1>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][Br:21])=[CH:4][N:3]=1

Komponenten

5

Edukt 3

HCID 5943Carbon TetrachlorideHCID 67184N-bromobutanimideHCID 5642162-Bromo-5-methylpyridine

Produkt 1

HCID 64246602-Bromo-5-bromomethylpyridineAusbeute 105,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7187Benzoyl PeroxideKatalysator

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 2-Bromo-5-methylpyridine (3.1 g, 17.4 mmol) in carbon tetrachloride (40 mL, 400 mmol) was added benzoyl peroxide (230 mg, 950 μmol) and NBS (3.4 g, 19.2 mmol). The resulting mixture was heated at reflux overnight. The mixture was cooled at 0° C. and the NBS was removed by filtration. The filtrate was concentrated to yield 2-bromo-5-bromomethylpyridine (4.6 g), which was used directly in the next step.

Aufarbeitung

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux overnight
  3. customthe NBS was removed by filtration
  4. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-cef9ca7e4a984936b559bd23095e3b06
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822522B2

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