Sodium Cyanide → 2-(2,6-Dichloropyridin-3-yl)acetonitrile

HRID 578874

Reaktionsgleichung

Reaktionsgleichung von HRID 578874
[Cl:1][C:2]1[C:7]([CH2:8]Cl)=[CH:6][CH:5]=[C:4]([Cl:10])[N:3]=1.[C-:11]#[N:12].[Na+]>C(O)C>[Cl:1][C:2]1[C:7]([CH2:8][C:11]#[N:12])=[CH:6][CH:5]=[C:4]([Cl:10])[N:3]=1

Komponenten

4

Edukt 2

HCID 8929Sodium CyanideHCID 6451791Pyridine, 2,6-dichloro-3-(chloromethyl)-

Produkt 1

HCID 122653992-(2,6-Dichloropyridin-3-yl)acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2 g of 2,6-dichloro-3-chloromethyl-pyridine in 8 ml of ethanol at ambient temperature was treated with 0.57 g of NaCN. The resulting brown suspension was refluxed for 2 h. Ethanol was removed by evaporation under reduced pressure and the residue was taken-up in water and ethyl acetate. The aqueous layer was washed twice with ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulphate, filtered and concentrated. 2.05 g of crude 2,6-dichloro-pyridin-3-yl)-acetonitrile was obtained as brown solid which was used in the next step without further purification. 1H-NMR (CDCl3): 7.86 ppm (d, 1H), 7.38 ppm (d, 1H), 3.84 ppm (s, 2H).

Aufarbeitung

  1. temperatureThe resulting brown suspension was refluxed for 2 h
  2. customEthanol was removed by evaporation under reduced pressure
  3. washThe aqueous layer was washed twice with ethyl acetate
  4. dry with materialdried over anhydrous sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. custom2.05 g of crude 2,6-dichloro-pyridin-3-yl)-acetonitrile was obtained as brown solid which
  8. customwas used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-024538766f1742e0aabbbc3bc3b16d42
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040708B2

Verknüpfte Notizen

Wird geladen…