Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-(chloromethyl)thiophene | HCID 583079 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21995783 | HCID 21995783 | 69.4% |
Reaction Steps
In DMF (75 ml) was dissolved 4-bromophenol (7.5 g). To the mixture were added at room temperature potassium carbonate (7.2 g) and sodium iodide (6.5 g) and then was added dropwise 2-chloro-5-chloromethyl thiophene (6.5 g), and the mixture was stirred at 90° C. for 6 hours and cooled to room temperature. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was purified with silica gel column chromatography (hexane/ethyl acetate=10/1) to give 4-bromophenyl (5-chloro-2-thienyl)methyl ether (8.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06235771B1 |
|---|
| Source dataset | uspto-grants-2001_05 |
|---|
| ORD ID | ord-04dd0055bf9d4b9987f0359f963ba56f |
|---|
| Source note | uspto-grants-2001_05 |
|---|