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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1534560Generated: October 30, 2026

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

https://huagongshe.com/reaction/1534560

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 chromatgraphy, (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 numberUS05089518
Source datasetuspto-grants-1992_02
ORD IDord-ba1f9651c9cb47aeb78ee02b8044845c
Source noteuspto-grants-1992_02