HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 1-(5-Methyl-3-phenylisoxazol-4-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | N-hydroxybenzenecarboximidoyl chloride | HCID 2756315 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(5-Methyl-3-phenylisoxazol-4-yl)ethanone | HCID 318524 | 100% |
Reaction Steps
To a solution of pentane-2,4-dione (13.23 g, 0.132 mol) and triethylamine (13.35 g, 0.132 mol) in ethanol was added α-chlorobenzaldehyde oxime (13.70 g, 0.088 mol) at room temperature. The reaction mixture was stirred overnight at room temperature. To the reaction was added ethyl acetate and saturated aqueous NaCl. The organic phase was washed with saturated aqueous NaCl (twice) and dried with MgSO4, and the organic solvent was removed under reduced pressure to provide 17.7 g of the title compound. The yield was 100%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06693108B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-189fbd872f3846ebb96b2d9c288bef26 |
| Source note | uspto-grants-2004_02 |