Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cyanuric fluoride | HCID 12664 | — |
| Reactant | HCID 67044866 | HCID 67044866 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67044484 | HCID 67044484 | 82% |
Reaction Steps
To a solution of 2-[(4-chloro-3-nitrophenyl)carbonyl]-3,6-difluorobenzoic acid (7.0 g, 22.00 mmol) at 0° C. in anhydrous dichloromethane (40 mL) pyridine (1.70 ml, 22.00 mmol) was added, followed by the addition of cyanuric fluoride (1.90 ml, 24.20 mmol). The reaction mixture was stirred for 120 minutes at 0° C. Water (35 mL) was added to the reaction mixture and it was stirred for 10 min at 0° C. The resulting slurry was filtered through a pad of Celite and washed with dichloromethane. The filtrate was partitioned with water and the organic layer was washed with water. It was dried over anhydrous sodium sulfate. Filtration and concentration gave a crystalline product. It was collected by filtration and dried in vacuo, to give 3-(4-chloro-3-nitrophenyl)-3,4,7-trifluoro-2-benzofuran-1(3H)-one (5.77 g, 82% yield). MS (EI) for C14H5ClF3NO4: 342 (M−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07846959B2 |
|---|
| Source dataset | uspto-grants-2010_12 |
|---|
| ORD ID | ord-7adac29620a04333b5047681d7b4e5a6 |
|---|
| Source note | uspto-grants-2010_12 |
|---|