Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-Difluorophenol | HCID 123051 | — |
| Reactant | 5-Fluoro-2-nitrobenzoic acid | HCID 2737420 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 16785176 | HCID 16785176 | 70.4% |
Reaction Steps
The mixture of 2,4-difluorophenol 4 (20 g, 153.9 mmol), 5-fluoro-2nitrobenzoic acid 5, (28.5 g, 153.9 mmol), and cesium carbonate (100 g, 307.7 mmol) in DMF (310 mL) was heated in a 100° C. oil bath for 10 hrs. At the completion of the reaction, the mixture was cooled down to room temperature and was treated with 1 N HCl solution to bring pH to acidic, and was extracted with ethyl acetate. The organic layer was washed three times with 300 mL of water, dried, and concentrated to yield 32 g of 2-nitro-5-(2,4-difluorophenoxy)benzoic acid 6 as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07572783B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-b26d6720dba34acaba1ded0c71f7c127 |
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| Source note | uspto-grants-2009_08 |
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