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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1462333Generated: November 1, 2026

Chlorotrimethylsilane → 1-Ethoxycarbonyl-4-trimethylsilylpiperazine

https://huagongshe.com/reaction/1462333

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

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04460508
Source datasetuspto-grants-1984_07
ORD IDord-73e1452dc0044d969e9017a45800ca8f
Source noteuspto-grants-1984_07