1,3-Dibromopropane → 5-(3-bromopropoxy)-1H-benzo[d]imidazol-2(3H)-one

Participants

Reaction Steps

A solution of intermediate 38 (5 g, 33.3 mmol), 1,3-dibromopropane (4 mL, 33.3 mmol) and anhydrous K2CO3 (4.6 g, 33.3 mmol) in EtOH (25 mL) was heated to reflux and stirred overnight. The solvent was removed under vacuum. The residue was diluted with water and extracted with EtOAc. The combined EtOAc layers were washed with water, brine, dried over anhydrous Na2SO4, concentrated in vacuo and purified by flash chromatography on silica gel column (elution with DCM/MeOH=100:1) to give 5-(3-bromopropoxy)-1H-benzo[d]imidazol-2(3H)-one (intermediate 39) (240 mg, 12%) as a yellow solid.

Provenance & Evidence