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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1381874Generated: November 1, 2026

1-Piperazinecarboxylic acid, ethyl ester → 1-[2-(3-Chlorophenyl)ethyl]-piperazine 2HCl

https://huagongshe.com/reaction/1381874

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Piperazinecarboxylic acid, ethyl esterHCID 8431—
ReactantPotassium HydroxideHCID 14797—
Reactant1-(2-Bromoethyl)-3-chlorobenzeneHCID 140140—
ReactantEthyl 4-[2-(3-chlorophenyl)ethyl]-1-piperazinecarboxylateHCID 21275352—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1-[2-(3-Chlorophenyl)ethyl]-piperazine 2HClHCID 19007104—

Reaction Steps

50 ml of ethanol, 50 g of potassium hydroxide and 8.8 ml of water are added to 39.8 g of 1-ethoxycarbonyl-4-[2-(3-chlorophenyl)-ethyl]-piperazine, obtainable by reacting 17.7 g of 1-ethoxycarbonylpiperazine and 24.6 g of 2-(3-chlorophenyl)-ethyl bromide while heating at 120°-125° under nitrogen, and the whole is heated under reflux for 3 hours. The whole is then allowed to cool, is diluted with 300 ml of water and 300 ml of toluene and shaken thoroughly, and then the organic phase is separated off, washed with saturated sodium chloride solution, dried over sodium sulphate and concentrated to dryness by evaporation under reduced pressure. 1-[2-(3-chlorophenyl)-ethyl]piperazine is obtained and can be purified via the hydrochloride (m.p. 260°) from which it can then be freed again by treatment with sodium hydroxide solution, separation with diethyl ether and evaporation of the latter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04804661
Source datasetuspto-grants-1989_02
ORD IDord-581410a684fd4e209b4c71ada74e4c5a
Source noteuspto-grants-1989_02