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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2107994Generated: October 30, 2026

Triethylamine → (S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(2-propynyl)-2-pyrrolidinone

https://huagongshe.com/reaction/2107994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant(S)-4-hydroxy-1-(2-propynyl)-2-pyrrolidinoneHCID 15046658—
SolventDichloromethaneHCID 6344—
Product(S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(2-propynyl)-2-pyrrolidinoneHCID 1508681693.8%

Reaction Steps

A mixture of 25 g of (S)-4-hydroxy-1-(2-propynyl)-2-pyrrolidinone, 39.8 g of t-butyldimethylsilyl chloride and 38.5 ml of triethylamine in 200 ml of dichloromethane was stirred under argon overnight. The mixture was washed with 300 ml of water, dried and evaporated. The residual oil was purified by chromatography, (silica gel) giving 42.7 g of (S)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(2-propynyl)-2-pyrrolidinone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04937235
Source datasetuspto-grants-1990_06
ORD IDord-f92668d1f7b343f885f0441495249056
Source noteuspto-grants-1990_06