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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164814Generated: November 1, 2026

Chlorotrimethylsilane → 1-Ethoxycarbonyl-4-trimethylsilylpiperazine

https://huagongshe.com/reaction/2164814

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 numberUS04507311
Source datasetuspto-grants-1985_03
ORD IDord-fb3e14900ad3475596abab115883a416
Source noteuspto-grants-1985_03