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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 463315Generated: October 30, 2026

Hydrochloric Acid → 1-{3-{N-[4-(4-Fluorophenyl)-4-oxobutyl]-N-methylamino}propyl}-4-(3-chlorophenoxy)piperidine dihydrochloride

https://huagongshe.com/reaction/463315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 20283103HCID 20283103—
SolventMethanolHCID 887—
Product1-{3-{N-[4-(4-Fluorophenyl)-4-oxobutyl]-N-methylamino}propyl}-4-(3-chlorophenoxy)piperidine dihydrochlorideHCID 20283110161.4%

Reaction Steps

A solution prepared from 3.36 g (5.96 mmol) of 1-{3-{N-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-N-methylamino}propyl}-4-(3-chlorophenoxy)piperidine dihydrochloride, 90 ml of methanol and 40 ml of 3N HCl was heated at reflux under nitrogen for 3 hours. The solution was allowed to cool to room temperature, neutralized with saturated sodium bicarbonate and the methanol evaporated. The residue was made basic with sodium carbonate, extracted twice with ether and washed with saturated sodium chloride. The ether solution was dried over potassium carbonate. Filtration followed by evaporation of the solvent provided an oil. The dihydrochloride was recrystallized from ethanol/methanol to provide 2.50 g (74.4%) of the desired ketone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04518713
Source datasetuspto-grants-1985_05
ORD IDord-51ab6d5b452d41dd98caf5a1024c5777
Source noteuspto-grants-1985_05