Sodium Chloride → [4-(Phenylsulfanyl)phenyl]acetonitrile

HRID 621638

Reaktionsgleichung

Reaktionsgleichung von HRID 621638
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.[C-:16]#[N:17].[Na+].[Cl-].[Na+]>>[C:16]([CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1)#[N:17]

Komponenten

4

Edukt 3

HCID 5234Sodium ChlorideHCID 8929Sodium CyanideHCID 710221-(Chloromethyl)-4-(phenylthio)benzene

Produkt 1

HCID 238605[4-(Phenylsulfanyl)phenyl]acetonitrileAusbeute 100,7 %

Versuchsvorschrift

The 1-chloromethyl-4-phenylthiobenzene (3.0 g) is dissolved in N,N-dimemthylformamide (15 ml), and thereto is added finely divided sodium cyanide (1.0 g), and the mixture is stirred at room temperature for 17 hours. To the reaction mixture are added saturated aqueous sodium chloride solution (50 ml) and ice water (50 ml), and the mixture is extracted with ethyl acetate (100 ml×3). The combined extracts are washed with saturated aqueous sodium chloride solution (50 ml×3), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 1-cyanomethyl-4-phenylthiobenzene (2.9 g).

Aufarbeitung

  1. extractionthe mixture is extracted with ethyl acetate (100 ml×3)
  2. washThe combined extracts are washed with saturated aqueous sodium chloride solution (50 ml×3)
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-369e39a2172b42238e3a4dac89f46441
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04824834

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