Reaction #939023

ord-f30f642e4ce54ff2b1f405bfba891e9e

Reaction equation

c1ccc2[nH]cnc2c1
benzimidazole
COCCCl
2-chloroethyl methyl ether
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COCCn1cnc2ccccc21
1-(2-methoxyethyl)-1H-benzimidazole
Yield 87.5%

Conditions

Temperature
100°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturewas heated
  2. 2
    workup.DISTILLATIONThe reaction mixture was subjected to conventional aqueous work-up and distillation under reduced pressure for purification

Procedure

In a nitrogen atmosphere, a mixture of 118 g of benzimidazole, 94.5 g of 2-chloroethyl methyl ether, 138 g of potassium carbonate, and 400 g of N,N-dimethylformamide was heated and stirred at 100° C. for 20 hours. The reaction mixture was subjected to conventional aqueous work-up and distillation under reduced pressure for purification, to give 154 g of 1-(2-methoxyethyl)-1H-benzimidazole (boiling point 125° C./33 Pa, yield 87%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07252925B2uspto-grants-2007_08