Ethanol → (4-Chloro-2-fluoro-phenyl)-acetonitrile

HRID 1066534Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1066534
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Cl)=[C:4]([F:10])[CH:3]=1.C(O)C.[C-:14]#[N:15].[Na+]>O>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][C:14]#[N:15])=[C:4]([F:10])[CH:3]=1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 8929Sodium CyanideHCID 148779334-Chloro-1-(chloromethyl)-2-fluorobenzene

Produkt 1

HCID 2736569(4-Chloro-2-fluoro-phenyl)-acetonitrileAusbeute 86,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

Then, 18.5 g of 4-chloro-2-fluorobenzyl chloride was dissolved in a mixed solvent consisting of 130 ml of ethanol and 30 ml of water, to which 5.3 g of sodium cyanide was added, and the mixture was heated under reflux for 2 hours. After completion of the reaction, the reaction mixture was allowed to stand for cooling to room temperature, poured into water, and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried, and concentrated. The residue was subjected to silica gel column chromatography, which afforded 15.1 g of 4-chloro-2-fluorophenylacetonitrile.

Aufarbeitung

  1. additionwas added
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 2 hours
  4. customAfter completion of the reaction
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with saturated sodium chloride solution
  7. customdried
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9c8dcc6cf23b47e990aa25ca7fb5a252
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06242634B1

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