Reacción #56947

Ecuación de reacción

Thionyl chloride

1-bromophenyl-1H-benzimidazole-5-carboxylic acid

MeOH

→

1-bromophenyl-1H-benzimidazole-5-carboxylic acid methyl ester

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 18 h
2. 2
   Concentraciónconcentrated under reduced pressure
3. 3
   OtroThe solid residue was triturated with cold water
4. 4
   Extracciónextracted with DCM
5. 5
   LavadoThe extract was washed with water, aqueous brine solution
6. 6
   Secadodried over MgSO4
7. 7
   Concentraciónconcentrated in vacuo

Procedimiento

Thionyl chloride (10 mL, 0.137 mol) was added dropwise to a stirred suspension of the 1-bromophenyl-1H-benzimidazole-5-carboxylic acid (20 g, 0.063 mol) in MeOH (200 mL) at 0-5° C. The reaction was stirred at reflux for 18 h and then concentrated under reduced pressure. The solid residue was triturated with cold water, basified with aqueous ammonium hydroxide solution and extracted with DCM. The extract was washed with water, aqueous brine solution, dried over MgSO4 and concentrated in vacuo to give the corresponding 1-bromophenyl-1H-benzimidazole-5-carboxylic acid methyl ester: e.g. 1-(4-bromophenyl)-1H-benzimidazole carboxylic acid methyl ester.

Fuente