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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167420Generated: November 3, 2026

Hydrochloric Acid → 3-(3-Fluoro4-(piperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one hydrochloride

https://huagongshe.com/reaction/1167420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(r)-Tert-butyl 4-(2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)phenyl)piperazine-1-carboxylateHCID 16203632—
SolventEthanolHCID 702—
Product3-(3-Fluoro4-(piperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one hydrochlorideHCID 21356565—

Reaction Steps

5(R)-hydroxymethyl-3-(3-fluoro-4-(4-t-butoxycarbonylpiperazin-1-yl)phenyl)oxazolidin-2-one (International Patent Application Publication WO 93/23384. 43.1 g, 0.11 M) was suspended by stirring in ethanol (1000 ml) under nitrogen. An ethanol solution of hydrogen chloride (3.8 M, 400 ml) was added slowly, and the mixture was stirred at ambient temperature for 18 hours. The resulting precipitate was filtered, washed with diethyl ether (3×250 ml), and dried, to give 5(R)-hydroxymethyl-3-(3-fluoro-4-(piperazin-1-yl)phenyl)oxazolidin-2-one hydrochloride. A further crop was obtained by evaporation of the mother liquors to give a total yield of 38.7 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06617339B1
Source datasetuspto-grants-2003_09
ORD IDord-f9460f7b562d451691e56d690de01e04
Source noteuspto-grants-2003_09