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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 918761Generated: October 26, 2026

Water → 5-[[1-(4-Chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methoxy-4-methyl-oxazolidin-2-one

https://huagongshe.com/reaction/918761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantmethyl N-methoxycarbamateHCID 12663380—
Reactant1-(4-chloro-phenyl)-3-[[(2R,3S)-3-methyloxiran-2-yl]methoxy]pyrazoleHCID 89650112—
SolventDimethyl SulfoxideHCID 679—
Product5-[[1-(4-Chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methoxy-4-methyl-oxazolidin-2-oneHCID 89650167—

Reaction Steps

To 1.08 g (10.0 mmol) methyl N-methoxycarbamate in 17 ml DMSO have been added with stirring at ambient temperature 1.00 g (8.9 mmol) potassium tert.-butylate. Stirring has been continued for 5 min before 2.00 g (7.56 mmol) 1-(4-chloro-phenyl)-3-[[(2R,3S)-3-methyloxiran-2-yl]methoxy]pyrazole have been added. The mixture was stirred at 90° C. for 20 h. After cooling to ambient temperature the reaction mixture was poured into 150 ml of water, extracted thrice with 30 ml ethyl acetate each, the combined extracts have been dried with sodium sulfate and the solvent removed in vacuo. The crude product (2.5 g) was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09271501B2
Source datasetuspto-grants-2016_03
ORD IDord-6523072674364afe98ed0a6ef5147b03
Source noteuspto-grants-2016_03