HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22934536, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 4-ethynylbenzoate | HCID 640163 | — |
| Reactant | N-hydroxybenzenecarboximidoyl chloride | HCID 2756315 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22934536 | HCID 22934536 | 87% |
Reaction Steps
To a solution (100 ml) of N-hydroxybenzenimidoyl chloride (2.25 g) and methyl 4-ethynylbenzoate (2.30 g) in tetrahydrofuran was added dropwise a solution (10 ml) of triethylamine (2.30 ml) in tetrahydrofuran under an argon atmosphere at 0° C. This mixture was stirred overnight at room temperature and poured into water. The mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was recrystallized from hexane-tetrahydrofuran to give methyl 4-(3-phenyl-5-isoxazolyl)benzoate (3.49 g, yield 87%) as colorless crystals. melting point: 205–206° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07223791B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-5d79a94cecf5418c970a07efb2332483 |
| Source note | uspto-grants-2007_05 |