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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222567Generated: October 31, 2026

Hydrochloric Acid → (+-)-Norketamine

https://huagongshe.com/reaction/2222567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 24670—
ReactantHCID 17856383HCID 17856383—
Product(+-)-NorketamineHCID 12376780%

Reaction Conditions

Temperature200 °C

Reaction Steps

To 250 ml of Dowtherm-A™ at 200° C. was added in one portion the hydrochloride of compound 3 (20 g, 0.077 mol) and the mixture was stirred at 200° C. for 15 minutes. The reaction mixture was then cooled at 110° C., and the precipitate formed was removed and discarded by filtration. The filtrate was diluted in ether and extracted in water (2×200 ml). The combined aqueous phases were washed with ether, made alkaline with 6N sodium hydroxide and extracted in ether (2×150 ml). The combined ether layers were washed with water, dried and concentrated to dryness. The residue obtained was purified by flash chromatography on silica gel (70% hexane/30% ethylacetate) to give norketamine free base (13.75 g, 80%) 4 as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371829B2
Source datasetuspto-grants-2008_05
ORD IDord-1b76e3988e374673bd913b58a2ee505c
Source noteuspto-grants-2008_05