HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(3-(3,4-Dichlorophenyl)piperidin-3-YL)propan-1-OL
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 3-(3,4-Dichlorophenyl)-3-[3-(tetrahydropyran-4-yloxy)-propyl]-piperidine | HCID 15887654 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(3-(3,4-Dichlorophenyl)piperidin-3-YL)propan-1-OL | HCID 10935086 | 84.6% |
Reaction Steps
A solution of dry HCl.OEt2 was added to a solution of piperidine (7) (20.2 g, 54.36 mmol) in MeOH (200 mL) until pH˜1. The mixture was stirred at room temperature for 30 minutes. Solvent was evaporated, the residue was dissolved in CH2Cl2 (300 mL) and stirred with 1N NaOH (100 mL) for 15 minutes. The solvent was separated, washed with NaHCO3, and dried over MaSO4. The crude oil was purified by flash chromatography (CH2Cl2-MeOH(saturated with NH3)/95:5) to give a white solid (13.25 g, 84.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06602886B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-41e90a9a6f784b19a2c75047c0480895 |
| Source note | uspto-grants-2003_08 |