HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(2-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate | HCID 18756272 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(2-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid | HCID 6484101 | 96.2% |
Reaction Steps
A solution of 4-methoxycarbonyl-5-methyl-3-(2-fluorophenyl)isoxazole (2.20 g, 8.84 mmol), MeOH (25 ml), and 2N NaOH (8.8 ml) was heated at 50° C. overnight (19 h). The reaction was cooled to room temperature, diluted with H2O, and acidified (2N HCl) to less than pH 3. The mixture was extracted with EtOAc (twice) and the combined extracts were washed (brine), dried (MgSO4), filtered, and concentrated to give the title compound (1.88 g, 96%). This material was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06670373B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-e39a911cdc174001b9a03a0ff5720557 |
| Source note | uspto-grants-2003_12 |