HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromophenol → 2-(4-Bromophenoxy)-1-methyl-1H-benzo[d]imidazole
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 Conditions
| Temperature | 120 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846713B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-80bfb33622b64c1e88e67b2331441be4 |
| Source note | uspto-grants-2014_09 |