HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3,5,6-Tetrafluorophenol → Diphenyl carbonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3,5,6-Tetrafluorophenol | HCID 69858 | — |
| Reactant | Carbonyl bromide | HCID 79057 | — |
| Reactant | 2,3,6-Trifluorophenol | HCID 517988 | — |
| Reactant | 2,4,6-Trifluorophenol | HCID 519974 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Diphenyl carbonate | HCID 7597 | — |
Reaction Steps
In scheme II above, the following abbreviations are used: KF is potassium fluoride; DMF is N,N-dimethylformamide; Ar2OH is either 2,3,5,6-tetrafluorophenol, 2,4,6-trifluorophenol or 2,3,6-trifluorophenol; THF is tetahydrofuran; MeOH is methanol. Commercially available bromoketone D is reacted with the appropriately substituted fluorophenol and potassium fluoride to give phenoxy ketone E. The ketone is then reduced with sodium borohydride to give the alcohol F, which is hydrogenated using palladium on carbon as catalyst to give the amino alcohol B′ (Ar2=fluoro-substituted phenyl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07553852B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-92ad04a2a71d4f62bf05bcddb63e8e5b |
| Source note | uspto-grants-2009_06 |