Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromophenol | HCID 7244 | — |
| Reactant | HCID 15512488 | HCID 15512488 | — |
| Catalyst | Potassium Carbonate | HCID 11430 | — |
| Catalyst | Copper | HCID 23978 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Solvent | HCID 21263165 | HCID 21263165 | — |
| Product | HCID 11042902 | HCID 11042902 | 298.3% |
Reaction Steps
To a solution of 2-bromophenol (380 mg) in N,N-dimenthylformamide (2.5 ml) were added potassium carbonate (15 mg), copper (19.5 mg), copper iodide, (15 mg) and 6-bromo-3,4-dimethoxyacetophenone (Compound 4) (130 mg) and the mixture was stirred at 100° C. for four hours. The reaction mixture was diluted with ether and 5% aqueous solution of sodium hydroxide was added thereto followed by stirring for five minutes. This was diluted with a mixture of ether and hexane and was washed with 5% aqueous solution of sodium hydroxide, water and saturated sodium chloride solution successively. The organic layer was collected and dried over anhydrous magnesium sulfate and the solvent was evaporated therefrom. The resulting residue was purified by a silica gel chromatography (hexane:ether=3:1) to give the title compound (345 mg, 80%) as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06180659B2 |
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| Source dataset | uspto-grants-2001_01 |
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| ORD ID | ord-c480b0e068f8422a9865f95bb8c57bdc |
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| Source note | uspto-grants-2001_01 |
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