HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(2,5-Difluoro-phenoxy)-furan-2-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,5-Difluorophenol | HCID 94952 | — |
| Reactant | 5-Bromofuran-2-carbaldehyde | HCID 600328 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(2,5-Difluoro-phenoxy)-furan-2-carbaldehyde | HCID 23130600 | 22.9% |
Reaction Steps
To a solution of 2,5-difluorophenol (3360 mg, 25.83 mmol) in N,N-dimethylformamide (60 mL) was sodium hydride (1032 mg, 25.83 mmol, 60% in oil), which was then stirred for 1 hour. 5-Bromo-2-furaldehyde (3826 mg, 21.52 mmol) was added to the reaction solution, and the solution was stirred at 60° C. for 12 hours. Water was added to the reaction mixture, which was then extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate, and then, concentrated in vacuo. The resulting residue was purified by silica gel chromatography (hexane-ethyl acetate), and the title compound (1104 mg, 4.92 mmol, 22.9%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932272B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-f4ef9bc5624d464f8ad3f3812d0dbd9e |
| Source note | uspto-grants-2011_04 |