Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(p-Hydroxyphenyl)imidazole | HCID 82315 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 18789953 | HCID 18789953 | 42.8% |
Reaction Steps
4-(Imidazol-1-yl)phenol (5 g, 31.3 mmol), 1,2-dibromoethane (8.09 g, 93.9 mmol) and sodium hydroxide (1.25 g, 31.3 mmol) were refluxed in ethanol for 24 h. Thereafter, the solvent was evaporated and the residue was diluted with a saturated aqueous solution of sodium bicarbonate, followed by extraction with ethyl acetate. The extracted organic layer was washed twice with a saturated aqueous solution of sodium chloride and dried with magnesium sulfate, followed by evaporation of the solvent. The residue was purified by column chromatography on silica gel using, as an eluent, methylene chloride containing 30% ethyl acetate. The fractions containing the product were subjected to evaporation to yield the end compound 1-bromo-2-[4-(imidazol-1-yl)phenoxy]ethane (3.58 g) in a solid form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06057358 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-4a3975abf662411eb84ebdb4f43383fe |
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| Source note | uspto-grants-2000_05 |
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