HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1,2-Dibromo-5-ethoxy-3-fluoro-4-methoxybenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,4-Dibromo-6-ethoxy-2-fluorophenol | HCID 22929713 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1,2-Dibromo-5-ethoxy-3-fluoro-4-methoxybenzene | HCID 22929702 | 46.7% |
Reaction Steps
After dissolving 3,4-dibromo-6-ethoxy-2-fluorophenol (3.8 g, 12 mmol) in dimethylformamide (30 ml), methyl iodide (1.5 ml, 24 mmol) and potassium carbonate (3.3 g, 24 mmol) were added and the mixture was stirred at room temperature for 18 hours. Water (80 ml) was added, extraction was performed with diethyl ether (60 ml×2), and then after washing the combined organic layers with brine (80 ml) and drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (1.83 g, 46.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244730B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-e57dee425b8b4b5ca6cb81a8f5234db9 |
| Source note | uspto-grants-2007_07 |