HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl but-2-ynoate | HCID 141019 | — |
| Reactant | 2-fluoro-N-hydroxybenzenecarboximidoyl chloride | HCID 3758118 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Methyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate | HCID 18756272 | 58% |
Reaction Steps
To a solution (0° C., N2) of 2-fluorobenzoylchloride oxime (0.50 g, 2.9 mmol) and methyl-2-butynoate (0.57 g, 5.8 mmol) in Et2O (15 ml) was added a solution of Et3N (0.52 ml) in Et2O (2 ml) over a period of 1 h followed by warming to room temperature while stirring overnight (17 h). The reaction was diluted with Et2O, washed (H2O then brine), dried (MgSO4), filtered, and concentrated. Column chromatography (silica gel, hexanes/EtOAc gradient) gave the title compound (0.39 g, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06670373B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-8655af1fcd1c4c9a8078c341113f32f9 |
| Source note | uspto-grants-2003_12 |