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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387928Generated: October 31, 2026

Hydrochloric Acid → N,N-Dimethyl-1-(2-(methylamino)ethyl)-4-phenylpiperidin-4-amine tris hydrochloride

https://huagongshe.com/reaction/2387928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantChloroform methanolHCID 21584188—
Reactanttert-Butyl 2-(4-(dimethylamino)-4-phenylpiperidin-1-yl)ethyl(methyl)carbamateHCID 68408263—
SolventMethyl ChlorideHCID 6327—
ProductN,N-Dimethyl-1-(2-(methylamino)ethyl)-4-phenylpiperidin-4-amine tris hydrochlorideHCID 6840915996%

Reaction Steps

HCl gas was passed for 30 minutes through a solution of 9 g (1 equiv.) of tert-butyl 2-(4-(dimethylamino)-4-phenylpiperidin-1-yl)ethyl(methyl)carbamate in 600 ml of CH3Cl. The progress of the reaction was monitored by means of thin-layer chromatography (20% MeOH/CHCl3). When the reaction was complete, HCl gas was passed through for a further 30 minutes and the complete reaction was again monitored by means of thin-layer chromatography (20% MeOH/CHCl3). When the reaction was complete, the solvent was removed under reduced pressure and 7.2 g (96%) of the desired product were obtained in the form of a white solid. The free base was obtained by dissolving the hydrochloride in aqueous sodium hydroxide solution and extracting with dichloromethane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269000B2
Source datasetuspto-grants-2012_09
ORD IDord-ce376efd522944e89171416f0d8c6a74
Source noteuspto-grants-2012_09