HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R)-cyclohexyl(phenyl)[1-(piperidin-4-ylmethyl)-1H-1,2,4-triazol-3-yl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Tert-butyl4-({3-[(R)-cyclohexyl(hydroxy)phenylmethyl]-1H-1,2,4-triazol-1-yl}methyl)piperidine-1-carboxylate | HCID 59145956 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-cyclohexyl(phenyl)[1-(piperidin-4-ylmethyl)-1H-1,2,4-triazol-3-yl]methanol | HCID 59145948 | 92% |
Reaction Steps
Tert-butyl4-({3-[(R)-cyclohexyl(hydroxy)phenylmethyl]-1H-1,2,4-triazol-1-yl}methyl)piperidine-1-carboxylate (Preparation 3, 5.60 g, 12.3 mmol) was dissolved in DCM (31 ml) and 2M HCl in ether (31 ml, 60 mmol) added. After stirring at room temperature for 5 hours the solvent was removed in vacuo, and the residue partitioned between dichloromethane (200 ml) and saturated aqueous sodium bicarbonate solution (200 ml). The organic layer was separated, dried over magnesium sulphate, filtered and the solvent removed in vacuo to furnish the title compound as a white foam, in 92% yield, 4.03 g (contains 10% of other triazole regio-isomer).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263623B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-5fdc604b5ac4461db201ea796be34707 |
| Source note | uspto-grants-2012_09 |