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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587560Generated: October 31, 2026

4-Bromophenol → 2-(4-Bromophenoxy)-1-methyl-1H-benzo[d]imidazole

https://huagongshe.com/reaction/587560

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromophenolHCID 7808—
Reactant2-chloro-1-methyl-1H-1,3-benzodiazoleHCID 663080—
SolventTriethylamineHCID 8471—
Product2-(4-Bromophenoxy)-1-methyl-1H-benzo[d]imidazoleHCID 5857745424.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

Triethylamine (18 mL) was added to a mixture of 2-chloro-1-methyl-1H-benzimidazole (7.2 g) and p-bromophenol (22.5 g) at room temperature. The mixture was stirred at 120° C. for 6 h. The mixture was quenched with water at room temperature and extracted with EtOAc. The organic layer was separated, washed with 1 N NaOH aq. and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with 10%-15% EtOAc in hexane) to give 2-(4-bromophenoxy)-1-methyl-1H-benzimidazole (3.2 g) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226921B2
Source datasetuspto-grants-2016_01
ORD IDord-f2a7556579ac4ebea39590ca57484cd9
Source noteuspto-grants-2016_01