Sodium Cyanide → 2-(2-tert-Butyl-1,3-oxazol-4-yl)acetonitrile

HRID 1107690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1107690
[C-:1]#[N:2].[Na+].[C:4]([C:8]1[O:9][CH:10]=[C:11]([CH2:13]Cl)[N:12]=1)([CH3:7])([CH3:6])[CH3:5].[OH-].[Na+]>CS(C)=O>[C:4]([C:8]1[O:9][CH:10]=[C:11]([CH2:13][C:1]#[N:2])[N:12]=1)([CH3:7])([CH3:6])[CH3:5]

Komponenten

5

Edukt 3

HCID 8929Sodium CyanideHCID 14798Sodium HydroxideHCID 221695102-tert-Butyl-4-(chloromethyl)-1,3-oxazole

Produkt 1

HCID 221695172-(2-tert-Butyl-1,3-oxazol-4-yl)acetonitrileAusbeute 92,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel2×

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

6.2 g of sodium cyanide was weighed, 50 ml of dimethylsulfoxide was added thereto, and a dimethylsulfoxide solution of 16.9 g of 2-tert-butyl-4-chloromethyloxazole was dropwise added thereto, and heated on an oil bath at 65° C. for 1 hour with stirring. After the resulting product was cooled to room temperature, 150 ml of a dilute aqueous solution of sodium hydroxide was added thereto, and extracted with toluene. The organic layer was fully washed with water, and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 14.8 g of 2-tert-butyl-4-cyanomethyloxazole.

Aufarbeitung

  1. temperatureAfter the resulting product was cooled to room temperature
  2. extractionextracted with toluene
  3. washThe organic layer was fully washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d61ed4083b1b451c9bf8c1987ba919e5
Quelldatensatz
uspto-grants-2000_05
Patentnummer
US06063734

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