HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044266Generated: October 31, 2026
4-Bromophenol → 2-(4-Bromophenoxy)-1-methyl-1H-benzo[d]imidazole
https://huagongshe.com/reaction/1044266
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | 2-chloro-1-methyl-1H-1,3-benzodiazole | HCID 663080 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-(4-Bromophenoxy)-1-methyl-1H-benzo[d]imidazole | HCID 58577454 | 24.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08563575B2 |
|---|
| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-baa06238a9e845b8be3fdff4b6cc0da7 |
|---|
| Source note | uspto-grants-2013_10 |
|---|