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

HRID 985757Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 985757
[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-4a36b8352b13493bbb9a806de8627293
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06872851B1

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