Reaktion #582419

Reaktionsgleichung

2-(2-bromophenyl)-1H-benzimidazole

Sodium hydride

Dimethylsulfate

→

white solid

Ausbeute 83.6%

2-(2-Bromophenyl)-1-methyl-1H-benzimidazole

Ausbeute 83.6%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was cooled to 10 C under nitrogen
2. 2
   Temperaturthe mixture was heated to 22 C for 30 minutes
3. 3
   SonstigeThe mixture was quenched slowly with 100 ml water
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   Extraktionextracted into a 1M hydrochloric acid solution
6. 6
   WaschenThe solution was washed with ethyl acetate
7. 7
   Extraktionextraction
8. 8
   Sonstigewith ethyl acetate and solvent removal
9. 9
   workup.DISSOLUTIONthe solid was dissolved in a hot mixture of 20 ml hexane with 4 ml 2-propanol
10. 10
    TemperaturAfter cooling to 5 C
11. 11
    Filtrationthe product was filtered
12. 12
    Waschenwashed with hexane
13. 13
    Sonstigedried

Vorschrift

To a flask were added 3.3 g 2-(2-bromophenyl)-1H-benzimidazole and 100 ml tetrahydrofuran and the mixture was cooled to 10 C under nitrogen. 0.63 g Sodium hydride were added in portions and the reaction mixture was stirred for 20 minutes. 2.0 g Dimethylsulfate were added and the mixture was heated to 22 C for 30 minutes. The mixture was quenched slowly with 100 ml water, extracted with ethyl acetate and then extracted into a 1M hydrochloric acid solution. The solution was washed with ethyl acetate and then basified with 3M sodium hydroxide. Following extraction with ethyl acetate and solvent removal, the solid was dissolved in a hot mixture of 20 ml hexane with 4 ml 2-propanol. After cooling to 5 C, the product was filtered, washed with hexane and dried giving 2.9 g of a white solid.

Quelle