Water → (4-Methylpyridin-2-yl)acetonitrile

HRID 1419854Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1419854
Cl[CH2:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][N:4]=1.[C-:10]#[N:11].[K+].O>CS(C)=O>[C:10]([CH2:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][N:4]=1)#[N:11]

Komponenten

5

Edukt 3

HCID 962WaterHCID 9032Potassium CyanideHCID 126752612-(Chloromethyl)-4-methylpyridine

Produkt 1

HCID 12812206(4-Methylpyridin-2-yl)acetonitrileAusbeute 1.112,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

2-chloromethyl-4-methylpyridine (3.70 g, 2.17 mmol) was dissolved in dimethyl sulfoxide (9 ml) and herein potassium cyanide (1.70 g, 2.60 mmol) was added. After stirring for 17 hours at room temperature, water was added and it was extracted twice with diethyl ether. The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to get crude product. The residue was separated and purified by column-chromatography over silica gel to obtain the desired product (3.19 g, yield=95%).

Aufarbeitung

  1. extractionit was extracted twice with diethyl ether
  2. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customto get crude product
  5. customThe residue was separated
  6. custompurified by column-chromatography over silica gel

Quellen und Nachweise

ORD-Eintrag
ord-7cb8e14c17ad495b86580b80c13e8021
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05889027

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