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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967244Generated: October 31, 2026

Water → HCID 59556992, compound

https://huagongshe.com/reaction/1967244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,6-LutidineHCID 7937—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
Reactant(4S,5S)-4-hydroxy-5-methylpyrrolidin-2-oneHCID 11062347—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59556992HCID 5955699276%

Reaction Steps

A solution of (4S,5S)-4-hydroxy-5-methylpyrrolidin-2-one (3.0 g) in THF (50 mL) was cooled to 0° C., 2,6-lutidine (4.55 mL) and tert-butyldimethylsilyl trifluoromethanesulfonate (6.6 mL) were added thereto and, after warming to room temperature, the mixture was stirred at room temperature for 18 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=9/1→1/2) to give the title compound as a colorless solid (yield: 4.54 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420694B2
Source datasetuspto-grants-2013_04
ORD IDord-a73c4c857c984afdb606e8acf87f363c
Source noteuspto-grants-2013_04