HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzhydrol → HCID 23025374, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzhydrol | HCID 7037 | — |
| Reactant | Trimethylsilyl triflate | HCID 65367 | — |
| Reactant | N-Acetyl-4-piperidone | HCID 122563 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23025374 | HCID 23025374 | 86.4% |
Reaction Steps
1-Acetyl-4-piperidinone (77 g) was dissolved in dichloromethane (300 ml), and trimethylsilyltrifluoromethanesulfonate (200 ml) and benzhydrol (92 g) were added thereto with stirring under ice-cooling. The mixture was allowed to stand at room temperature overnight, and then water (500 ml) and sodium acetate (50 g) were added thereto and the reaction mixture was vigorously stirred. The dichloromethane layer was preparatively separated, washed with an aqueous sodium bicarbonate solution, dried, and then the solvent was evaporated under reduced pressure. The residue was treated with ethyl ether to obtain 1-acetyl-3-benzhydryl-4-piperidinone as colorless crystals (132.6 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622487B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-73b4537f7d2542de8c39ff0afeb0f4df |
| Source note | uspto-grants-2009_11 |