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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1613596Generated: October 29, 2026

1-(Trimethylsilyl)pyrrolidin-2-one → HCID 67883823, compound

https://huagongshe.com/reaction/1613596

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Trimethylsilyl)pyrrolidin-2-oneHCID 84461—
ReactantTetrabutylammonium Fluoride TrihydrateHCID 11726816—
ReactantHCID 13149080HCID 13149080—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67883823HCID 67883823—

Reaction Conditions

Temperature100 °C

Reaction Steps

3.24 g (20 mmol) of 4,5-epoxy-2,3,4,5-tetrahydro-1-benzoxepin and 9.60 g (61 mmol) of N-trimethylsilyl-2-oxo-pyrrolidine are dissolved in 8 ml of dry THF and, while cooling, 6.31 g (20 mmol) of tetrabutylammonium fluoride trihydrate are added in one portion, and the mixture is heated at 100° C. for several hours (TLC check). The mixture is hydrolyzed with ice-water and extracted several times with diethyl ether. The combined diethyl ether extracts are washed with saturated sodium chloride solution and dried over sodium sulfate. After filtration and evaporation of the solvent in vacuo, the residue is crystallized in diisopropyl ether/ethyl acetate. Crystals of melting point 151°-153° C. are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05194442
Source datasetuspto-grants-1993_03
ORD IDord-9fa850d5e3aa4b0090d554099ca5bc25
Source noteuspto-grants-1993_03