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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643764Generated: October 29, 2026

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

https://huagongshe.com/reaction/643764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLevobupivacaineHCID 92253—
SolventIsopropanolHCID 3776—
Product2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, hydrochloride (1:1), (2S)-HCID 117965—

Reaction Steps

23.3 g of pure levobupivacaine free base were dissolved in 125 mL of hot isopropanol. To this solution was added 8.8 mL of concentrated hydrochloric acid. The solution was cooled to room temperature and kept at a temperature between 4° C. to 6° C. for two hours. The mixture was vacuum filtered and the solids were stirred with 20 mL of acetone. The mixture was filtered and the solid was allowed to dry in an oven yielding 24.2 g of levobupivacaine hydrochloride ee>99.5%, MP=246-250° C., [α]D25=−12 (c=2, H2O).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700629B2
Source datasetuspto-grants-2010_04
ORD IDord-176bd8f1de9c41bd95df64371d0d3af0
Source noteuspto-grants-2010_04