HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(3-Phenyl-5-isoxazolyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl 4-(3-phenylisoxazol-5-yl)piperidine-1-carboxylate | HCID 59731907 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(3-Phenyl-5-isoxazolyl)piperidine | HCID 59732015 | 76% |
Reaction Steps
tert-Butyl 4-(3-phenylisoxazol-5-yl)piperidine-1-carboxylate (225 mg, 0.78 mmol) was diluted in dichloromethane (3 mL). Trifluoroacetic acid (3 mL) was added to the mixture. Reaction stirred at room temperature for 1 hour. Mixture was diluted with dichloromethane and then concentrated in vacuo. Residue was treated with aqueous sodium bicarbonate. Mixture was extracted 2× ethyl acetate. Combined extracts were washed 1× water, 1× brine. Organic layer was dried (magnesium sulfate), filtered and concentrated in vacuo. Title compound was obtained as white solid in 76% yield. MS m/e (M+H)+=229.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544680B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-1e1716bda18e4911a2c0a02b709fe3a4 |
| Source note | uspto-grants-2009_06 |