HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → {5-[3,5-bis(Trifluoromethyl)phenyl]-3-isoxazolyl}methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-5-[3,5-bis(trifluoromethyl)phenyl]isoxazole | HCID 57800429 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {5-[3,5-bis(Trifluoromethyl)phenyl]-3-isoxazolyl}methanol | HCID 57800356 | 69% |
Reaction Steps
To a solution of 3-[(tetrahydro-2H-pyran-2-yloxy)methyl]-5-[3,5-bis(trifluoromethyl)phenyl]isoxazole (Example 323A) (0.590 g, 1.49 mmol) in DCM (15 mL) was added TFA (1.5 mL). The reaction is stirred at rt overnight. Solvent and excess TFA were removed in vacuo. The residue was purified by radial chromatography (0-60% EtOAc-hexanes gradient) to afford the title compound (0.320 g, 69% yield): MS (ES) m/z 312 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572820B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-00ad8910b18c4257bfd5d157ee71b301 |
| Source note | uspto-grants-2009_08 |