Sodium Cyanide → 2-[p-(2-Thenoyl)phenyl]acetonitrile

HRID 1439559

Reaktionsgleichung

Reaktionsgleichung von HRID 1439559
[C-:1]#[N:2].[Na+].[S:4]1[CH:8]=[CH:7][CH:6]=[C:5]1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17]Cl)=[CH:13][CH:12]=1)=[O:10]>CS(C)=O>[C:5]1([C:9]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][C:1]#[N:2])=[CH:13][CH:12]=2)=[O:10])[S:4][CH:8]=[CH:7][CH:6]=1

Komponenten

4

Edukt 2

HCID 8929Sodium CyanideHCID 21391736alpha-Chloro-p-tolyl 2-thienyl ketone

Produkt 1

HCID 122329742-[p-(2-Thenoyl)phenyl]acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 5.9 parts of sodium cyanide in 40 parts of dimethyl sulfoxide is heated to 60° C and there are added at once 9.5 parts of α-chloro-p-tolyl 2-thienyl ketone (exothermic reaction: temperature rises to 100° C). The whole is stirred for 2 hours at 60° C. After cooling, the reaction mixture is poured onto water and the product is extracted three times with 450 parts of chloroform. The combined extracts are washed twice with 200 parts of water, dried and evaporated. The dark-coloured residual tar is extracted five times with ether; the combined ether extracts are stirred with activated charcoal, filtered and evaporated. The residue is triturated in petroleumether (solid carbon dioxide) and the whole is evaporated, yielding 2-[p-(2-thenoyl)phenyl]acetonitrile as a residue.

Aufarbeitung

  1. temperatureAfter cooling
  2. additionthe reaction mixture is poured onto water
  3. extractionthe product is extracted three times with 450 parts of chloroform
  4. washThe combined extracts are washed twice with 200 parts of water
  5. customdried
  6. customevaporated
  7. extractionThe dark-coloured residual tar is extracted five times with ether
  8. stirringthe combined ether extracts are stirred with activated charcoal
  9. filtrationfiltered
  10. customevaporated
  11. customThe residue is triturated in petroleumether (solid carbon dioxide)
  12. customthe whole is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-bcb6ad252b6e42f28c868e717029be35
Quelldatensatz
uspto-grants-1977_11
Patentnummer
US04060528

Verknüpfte Notizen

Wird geladen…