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
Participants
| Role | Name | HCID | Charge |
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| 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 |
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| Patent number | US09226921B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-f2a7556579ac4ebea39590ca57484cd9 |
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| Source note | uspto-grants-2016_01 |
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