Reaktion #1070027

Reaktionsgleichung

4-chloromethyl-5-methyl-2-phenyl-1H-imidazole hydrochloride

sodium azide

→

4-azidomethyl-5-methyl-2-phenyl-1H-imidazole

Ausbeute 86.8%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated
2. 2
   Temperaturwithout heating under high vacuum
3. 3
   workup.ADDITIONTo the residue was added ice/1 molar K2CO3 solution
4. 4
   Extraktionthe mixture was extracted with ethyl acetate
5. 5
   WaschenThe organic phase was washed with brine
6. 6
   Trocknendried over magnesium sulphate
7. 7
   Einengenconcentrated
8. 8
   SonstigeThe residue was purified by chromatography on silica gel

Vorschrift

To a solution of 4-chloromethyl-5-methyl-2-phenyl-1H-imidazole hydrochloride (4.86 g) [CAS 58731-95-6] in DMF (50 ml) was added sodium azide (7.79 g). The reaction mixture was stirred at room temperature for 18 h under argon and concentrated without heating under high vacuum. To the residue was added ice/1 molar K2CO3 solution, and the mixture was extracted with ethyl acetate. The organic phase was washed with brine, dried over magnesium sulphate and concentrated. The residue was purified by chromatography on silica gel using methylene chloride/methanol 2% as eluent to obtain 4-azidomethyl-5-methyl-2-phenyl-1H-imidazole (3.70 g) as a light yellow amorphous powder.

Quelle