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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251459Generated: November 1, 2026

Thionyl Chloride → 4-Amino-1-benzylpiperidine-4-carboxylic acid hydrochloride

https://huagongshe.com/reaction/251459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-Amino-1-benzylpiperidine-4-carboxylic AcidHCID 1480362—
SolventMethanolHCID 887—
Product4-Amino-1-benzylpiperidine-4-carboxylic acid hydrochlorideHCID 11950907100%

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of 4-amino-1-benzylpiperidine-4-carboxylic acid (5 g, 21 mmol) in methanol (90 ml) is cooled down to 0° C. and treated dropwise with thionyl chloride. The mixture is then brought to reflux for 5 hours and stirred at 20° C. overnight. The mixture is concentrated under reduced pressure, the residue is taken up in toluene and concentrated again to give 6.14 g of 4-amino-1-benzylpiperidine-4-carboxylic acid hydrochloride ax58 as a hygroscopic white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863450B2
Source datasetuspto-grants-2011_01
ORD IDord-7bc9aeb12d4d4ec189bdce323c8606d6
Source noteuspto-grants-2011_01