Reaktion #480197

Reaktionsgleichung

4-methylbenzimidazole-1-carboxylic acid, 1,1-dimethylethyl ester

N-bromosuccinimide

carbon tetrachloride

→

4-(bromomethyl)benzimidazole-1-carboxylic acid, 1,1-dimethylethyl ester

Ausbeute 42.4%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeirradiated with a 250 W flood lamp for 1 h
2. 2
   Temperaturto cool
3. 3
   Filtrationthe solid was filtered off
4. 4
   SonstigeThe filtrate was evaporated
5. 5
   Sonstigepurified by HPLC (20% ethyl acetate/hexanes)

Vorschrift

A mixture of 4-methylbenzimidazole-1-carboxylic acid, 1,1-dimethylethyl ester (6.50 g, 28.0 mmol) and N-bromosuccinimide (5.50 g, 30.9 mmol) in carbon tetrachloride (75 mmol) was stirred and irradiated with a 250 W flood lamp for 1 h. The reaction mixture was allowed to cool and the solid was filtered off and discarded. The filtrate was evaporated and purified by HPLC (20% ethyl acetate/hexanes) to give 4-(bromomethyl)benzimidazole-1-carboxylic acid, 1,1-dimethylethyl ester (3.69 g, 42%).

Quelle