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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406007Generated: October 30, 2026

Hydrochloric Acid → 4-(4-Chloro-benzyloxymethyl)-piperidin-4-ylamine dihydrochloride

https://huagongshe.com/reaction/2406007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant4-Tert-butoxycarbonylamino-4-(4-chloro-benzyloxymethyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 66872860—
SolventMethanolHCID 887—
Product4-(4-Chloro-benzyloxymethyl)-piperidin-4-ylamine dihydrochlorideHCID 45139439100%

Reaction Steps

A 4M solution of HCl in dioxane (0.68 ml, 2.7 mmol) was added dropwise to a solution of 4-tert-butoxycarbonylamino-4-(4-chloro-benzyloxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (12 mg, 0.028 mmol) in methanol (1 mL). The solution was stirred at rt for 17 h. The solvents were removed by evaporation to give 4-(4-chloro-benzyloxymethyl)-piperidin-4-ylamine dihydrochloride (9.2 mg, 0.028 mmol, 100%) that was used in the next step without further purification. 1H NMR (500 MHz, CD3OD): 2.12-2.24 (4H, m), 3.22-3.32 (2H, m), 3.42-3.45 (2H, m), 3.75 (2H, s), 4.66 (2H, s), 7.38-7.43 (4H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809336B2
Source datasetuspto-grants-2014_08
ORD IDord-16612c11d48d47399227bbb43e3a111d
Source noteuspto-grants-2014_08