Sodium Cyanide → 2-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)acetonitrile

HRID 1246395Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1246395
[C-:1]#[N:2].[Na+].Br[CH2:5][C:6]1[C:10]2[CH:11]=[C:12]([Cl:15])[CH:13]=[CH:14][C:9]=2[S:8][C:7]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CS(C)=O>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]2[S:8][C:7]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:6]([CH2:5][C:1]#[N:2])[C:10]=2[CH:11]=1

Komponenten

4

Edukt 2

HCID 8929Sodium CyanideHCID 219167743-Bromomethyl-5-chloro-2-phenylbenzo[b]thiophene

Produkt 1

HCID 219172462-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

1.2 eq. of NaCN are suspended in 20 ml of dimethyl sulphoxide. The mixture is heated at 60° C. for 30 minutes and then 1 eq. of the compound obtained in Step C is added gradually. The reaction mixture is stirred for 1 hour at 60° C. and is then hydrolysed. Extraction with ethyl acetate is carried out and the organic phase is washed with water, dried over MgSO4 and evaporated under reduced pressure. The residue obtained is purified by chromatography on silica gel.

Aufarbeitung

  1. extractionExtraction with ethyl acetate
  2. washthe organic phase is washed with water
  3. dry with materialdried over MgSO4
  4. customevaporated under reduced pressure
  5. customThe residue obtained
  6. customis purified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-a9f8bfc8d43b4172886b30598cb953f5
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07126012B2

Notizen zur Reaktion

Wird geladen…