HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 5-Phenyl-3-(2-(1-piperidyl)ethoxy)isoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 3-(2-Bromoethoxy)-5-phenylisoxazole | HCID 19596487 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Phenyl-3-(2-(1-piperidyl)ethoxy)isoxazole | HCID 19596557 | 92.2% |
Reaction Steps
3-(2-Bromoethoxy)-5-phenylisoxazole (268 mg) was dissolved in methanol (1.0 ml), and piperidine (426 mg) was added thereto, followed by reflux of the resulting mixture for 3 hours. After the reaction mixture was added to ice-cold water (20 ml) and extracted with ether (20 ml×2), the organic layer was dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate) to obtain the title compound (251 mg, 92%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06005116 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-35a1b20fc1d74e029752a7d3c2b0ec6f |
| Source note | uspto-grants-1999_12 |