HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzhydrol → 4-((Diphenylmethoxy)methyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzhydrol | HCID 7037 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Reactant | 4-Piperidinemethanol | HCID 420771 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-((Diphenylmethoxy)methyl)piperidine | HCID 2762420 | 94.3% |
Reaction Steps
In a reactor fitted with a water trap, a mixture of benzhydrol (3.7 g), 4-piperidinemethanol (2.3 g), camphor-10-sulfonic acid (7.0 g), and toluene (30 mL) was refluxed for 2 hours. After cooling, 35 mL of 1N-aqueous sodium hydroxide was added and the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous NaCl, dried over MgSO4, and concentrated under reduced pressure to provide 5.3 g of the title compound. Yield 94%. This product was not further purified but directly submitted to the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06172085B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-ffaa66633f364377b4f75262acee6899 |
| Source note | uspto-grants-2001_01 |