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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710145Generated: October 31, 2026

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

https://huagongshe.com/reaction/1710145

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 numberUS04952600
Source datasetuspto-grants-1990_08
ORD IDord-afafd0c3a78b4db9a122c7bbfb7da65b
Source noteuspto-grants-1990_08