HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Bromo-1-methoxy-4-(2-methoxy-ethoxy)-benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | 3-Bromo-4-methoxyphenol | HCID 608815 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Bromo-1-methoxy-4-(2-methoxy-ethoxy)-benzene | HCID 58073098 | 88.3% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
2-bromoethyl methyl ether (0.07 mL, 0.74 mmol) was added to a mixture of potassium carbonate (136 mg, 0.99 mmol) and 3-bromo-4-methoxy-phenol (100 mg, 0.49 mmol) in DMF (2 mL) and mix heated at 100° C. for 1 hr. Reaction mixture was allowed to cool and partitioned between ethyl acetate (20 mL×2) and water (20 mL). The combined organic phases were washed with sat. aqueous sodium chloride solution (40 mL) and dried over sodium sulphate. Solvents were removed in vacuo to afford a crude oil which was purified by flash chromatography on silica gel, eluting with a gradient of 0-10% ethyl acetate in hexane to afford the title compound (113 mg, 88%) as a colourless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450346B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-252b91457904416e80633f727d9a2667 |
| Source note | uspto-grants-2013_05 |