HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(2,4-Difluoro-phenoxy)-2-nitro-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4-Difluorophenol | HCID 123051 | — |
| Reactant | Methyl 5-chloro-2-nitrobenzoate | HCID 171018 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 5-(2,4-Difluoro-phenoxy)-2-nitro-benzoic acid methyl ester | HCID 58905134 | 63.5% |
Reaction Steps
Methyl 5-chloro-2-nitrobenzoate (73 g, 0.34 mol), 2,4-difluorophenol (51.1 g, 0.39 mol) and potassium carbonate (73 g, 0.53 mol) in NMP (200 mL) were stirred at 160° C. for 2 h. The reaction mixture was cooled to room temperature poured into water (250 mL) and extracted into EtOAc (2×100 mL). The organic layer was washed several times with water, dried over sodium sulfate, concentrated in vacuo, and the residue was purified by flash chromatography eluting with hexane: EtOAc (95:5) to yield 66.8 g of 5-(2,4-difluoro-phenoxy)-2-nitro-benzoic acid methyl ester (1A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238698B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-727568c8868343c6afa016f524ad3151 |
| Source note | uspto-grants-2007_07 |