HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-{2-{N-[4-(4-Fluorophenyl)-4-oxobutyl]-N-ethylamino}ethyl}-4-(3-chlorophenoxy)piperidine dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrafluoro-m-phenylenediamine dihydrochloride | HCID 149026 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 20283085 | HCID 20283085 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-{2-{N-[4-(4-Fluorophenyl)-4-oxobutyl]-N-ethylamino}ethyl}-4-(3-chlorophenoxy)piperidine dihydrochloride | HCID 20283120 | — |
Reaction Steps
A solution of 5.68 g (10.1 mmol) of 1-{2-{N-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-N-ethylamino}ethyl}-4-(3-chlorophenoxy)piperidine dihydrochloride, 150 ml of methanol and 70 ml of 3N HCl was heated at reflux for 4 hours under nitrogen and allowed to cool to room temperature. The mixture was neutralized with saturated sodium bicarbonate after which the methanol was evaporated. The residual aqueous solution was made basic with saturated sodium carbonate, extracted twice with ether and dried over potassium carbonate. Evaporation of the solvent provided an oil. The yield of the dihydrochloride was 5.20 g (99%). Recrystallization from ethanol provided 4.16 g (80%) of analytically pure material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04518713 |
| Source dataset | uspto-grants-1985_05 |
| ORD ID | ord-d7caedbd238749b7951d73ccc137b3bc |
| Source note | uspto-grants-1985_05 |