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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1604716Generated: October 31, 2026

Hydrochloric Acid → 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, hydrochloride (1:1), (2S)-

https://huagongshe.com/reaction/1604716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLevobupivacaine (S,S)-tartrateHCID 86754876—
SolventIsopropanolHCID 3776—
Product2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, hydrochloride (1:1), (2S)-HCID 11796597.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

Levobupivacaine (S,S)-tartrate (50 g, 0.069 mol) was suspended in isopropanol (150 ml) and heated to 50° C. Hydrogen chloride (5 g, 0.14 mol) gas was introduced. The temperature rose to 65° C. and the solids dissolved. The mixture was heated to 80° C. to ensure complete dissolution. The mixture was cooled to 5° C. and a solid crystallised. The solid was filtered off and washed with isopropanol (2×50 ml) and dried in vacuo to give levobupivacaine hydrochloride (21.9 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05994548
Source datasetuspto-grants-1999_11
ORD IDord-834652c3929d40cb9ff594ee948ebf53
Source noteuspto-grants-1999_11