HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58046321, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloro-4-(trifluoromethoxy)phenol | HCID 40427108 | — |
| Reactant | tert-butyl 5-chloro-2,4-difluorobenzoate | HCID 58042499 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58046321 | HCID 58046321 | 75.5% |
Reaction Steps
3-chloro-4-(trifluoromethoxy)phenol (22.6 g, 0.106 mol) and tert-butyl 5-chloro-2,4-difluorobenzoate (Preparation 51, 26.4 g, 0.106 mol) were dissolved in dimethlysulfoxide (105 mL). Then potassium carbonate (29.4 g, 0.213 mol) was added portionwise to the mixture, which was stirred at room temperature for 18 hours. The reaction mixture was dropped into iced water (500 mL) and stirred vigorously for 4 hours. The resulting solid was collected by filtration then taken up in isopropanol (75 mL) and water (15 mL). The reaction was heated to 55° C., then cooled down to room temperature. The resulting solid was collected by filtration to yield the title compound as an off-white white solid (35.3 g, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685977B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-dadcef30da80419ba55cab29f243f700 |
| Source note | uspto-grants-2014_04 |