Benzene → 2-Bromo-6-(3-chloroprop-1-en-2-yl)pyridine

HRID 1087939

Reaktionsgleichung

Reaktionsgleichung von HRID 1087939
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([CH3:10])=[CH2:9])[N:3]=1.[Cl:11]N1C(=O)CCC1=O.C1C=CC=CC=1>CCCCCC>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([CH2:10][Cl:11])=[CH2:9])[N:3]=1

Komponenten

5

Edukt 3

HCID 241BenzeneHCID 31398ChlorosuccinimideHCID 221642832-Bromo-6-(prop-1-en-2-yl)pyridine

Produkt 1

HCID 150087152-Bromo-6-(3-chloroprop-1-en-2-yl)pyridineAusbeute 35,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 3.60 g of 2-bromo-6-isopropenylpyridine, 2.91 g of N-chlorosuccinimide and 8 ml of benzene was stirred at 80° C. for 5 hours. After the reaction mixture was cooled to room temperature, n-hexane was added thereto to remove the insoluble matter through filtration. After distilling off the solvent, the residue was purified by silica gel column chromatography (eluted with n-hexane then n-hexane - ethyl acetate 20:1) to obtain 1.50 g of the objective compound.

Aufarbeitung

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. customto remove the insoluble matter
  3. filtrationthrough filtration
  4. distillationAfter distilling off the solvent
  5. customthe residue was purified by silica gel column chromatography (
  6. washeluted with n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-b7d5909c2c024bb2ae7265eead7b8df9
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04960897

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