HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(Benzyloxy)-4-bromo-2-fluorobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2-fluorophenol | HCID 2724981 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(Benzyloxy)-4-bromo-2-fluorobenzene | HCID 18757491 | 100% |
Reaction Steps
Under a nitrogen stream, 4-bromo-2-fluorophenol (14.9 g, 78 mmol) and potassium carbonate (13.0 g, 94 mmol) were dissolved in N,N-dimethylformamide (100 mL), followed by addition of benzyl bromide (10.2 mL, 86 mmol), and the mixture was stirred overnight at room temperature. Water was added to the reaction solution, and the solvent was concentrated under reduced pressure. The aqueous phase was extracted with ethyl acetate. The extracted solution was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue obtained was purified by column chromatography (ethyl acetate/hexane:0/100-5/95) to give the title compound (21.9 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133140B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-fb095c1144f34faf897511f6d5b31d28 |
| Source note | uspto-grants-2015_09 |