HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → 5-Phenoxy-2-benzofuran-1(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | 5-Bromophthalide | HCID 603144 | — |
| Catalyst | Copper bromide (CuBr2) | HCID 24611 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Phenoxy-2-benzofuran-1(3H)-one | HCID 44558580 | 72% |
Reaction Steps
A reactor was charged with DMF (68 Kg), and stirring was initiated. The reactor was then charged with phenol (51 Kg), acetylacetone (8 Kg), 5-bromophthalide (85 Kg), copper bromide (9 Kg), and potassium carbonate (77 Kg). The mixture was heated above 85° C. and maintained until reaction completion and then cooled. Water was added. Solid was filtered and washed with water. Solid was dissolved in dichloromethane, and washed with aqueous HCl and then with water. Solvent was removed under pressure and methanol was added. The mixture was stirred and filtered. Solid was washed with methanol and dried in an oven giving 5-phenoxyphthalide (Yield: 72%, HPLC: 99.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371288B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-b1e3406475504a0fa31f88020c5cc60a |
| Source note | uspto-grants-2016_06 |