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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1462444Generated: October 31, 2026

Chlorotrimethylsilane → 1-Ethoxycarbonyl-4-trimethylsilylpiperazine

https://huagongshe.com/reaction/1462444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
Reactant1-Piperazinecarboxylic acid, ethyl esterHCID 8431—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product1-Ethoxycarbonyl-4-trimethylsilylpiperazineHCID 13344925—

Reaction Steps

A solution of 20 g of 1-ethoxycarbonylpiperazine in 400 ml dry tetrahydrofuran is cooled to -65° and 61.5 ml of 2.1M solution of n-butyllithium in hexane is added dropwise over a period of 15 minutes. The mixture is stirred for 15 minutes and a solution of 16.44 ml of chlorotrimethylsilane in 68 ml of tetrahydrofuran is added dropwise over a period of 15 minutes. The mixture is then allowed to warm up to room temperature overnight and evaporated to dryness. Ethyl ether is added, the solids are filtered off, the filtrate is evaporated to dryness and the residue is distilled to give 1-ethoxycarbonyl-4-trimethylsilylpiperazine, b.p. 102°-107°/0.1 mm/Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04460587
Source datasetuspto-grants-1984_07
ORD IDord-3226008c2cca414e8003e352912c1b3f
Source noteuspto-grants-1984_07