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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1535026Generated: October 27, 2026

Acetone → Gabapentin hydrochloride

https://huagongshe.com/reaction/1535026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantHydrochloric AcidHCID 313—
Reactant2-Azaspiro(4.5)decan-3-oneHCID 47457—
SolventWaterHCID 962—
ProductGabapentin hydrochlorideHCID 6453919—

Reaction Steps

89 g (0.581 mole) 2-Aza-spiro[4,5]decan-3-one are stirred under reflux for 4 hours with semiconcentrated hydrochloric acid. The reaction mixture is cooled to ambient temperature, diluted with water and extracted with methylene chloride for the removal of the starting material. The aqueous phase is evaporated to dryness in a vacuum and the residue obtained is mixed with acetone. Upon standing, 79.85 g, 1-aminomethyl-1-cyclohexaneacetic acid hydrochloride (64.7% of theory) crystallize out; content 99%; m.p. 123° to 127° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05091567
Source datasetuspto-grants-1992_02
ORD IDord-54d29f89f6a04cec8eedcd6f6e22ab29
Source noteuspto-grants-1992_02