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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906953Generated: October 31, 2026

Water → HCID 59273049, compound

https://huagongshe.com/reaction/906953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant(Trifluoromethyl)trimethylsilaneHCID 552549—
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactantbenzyl (2S)-2-methyl-3-oxopyrrolidine-1-carboxylateHCID 59556933—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59273049HCID 5927304981%

Reaction Steps

To a solution (10 mL) of benzyl (2S)-2-methyl-3-oxopyrrolidine-1-carboxylate (1.0 g) in THF were added trifluoromethyltrimethylsilane (0.95 mL) and 1 mol/L tetrabutylammonium fluoride—THF solution (0.43 mL) under ice-cooling, and the mixture was stirred at room temperature for 18 hr. A 1 mol/L tetrabutylammonium fluoride—THF solution (8.56 mL) was added to the reaction mixture, and the mixture was stirred at 50° C. for 1 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→2:1) to give the title compound as colorless oil (yield: 1.06 g, yield: 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08013008B2
Source datasetuspto-grants-2011_09
ORD IDord-a8b3ab3d72b54ae587b2c20e08dfb699
Source noteuspto-grants-2011_09