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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008860Generated: October 27, 2026

1-Cinnamylpiperazine → 2-(Ethoxy)-2-oxoethyl trans-4-(3-phenylprop-2-en-1-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1008860

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-CinnamylpiperazineHCID 726896—
ReactantEthyl [(phenoxycarbonyl)oxy]acetateHCID 12094709—
SolventTolueneHCID 1140—
Product2-(Ethoxy)-2-oxoethyl trans-4-(3-phenylprop-2-en-1-yl)piperazine-1-carboxylateHCID 6730551635.3%

Reaction Steps

A solution of 1.40 g (6.93 mmol) of trans-1-cinnamylpiperazine and 1.74 g (7.76 mmol) of ethyl {[(phenoxy)carbonyl]oxy}acetate (J. Med. Chem., 1999, 42, 277-290) in 15 ml of toluene is heated at 80° C. overnight. It is evaporated to dryness and the residue is taken up in 50 ml of ethyl acetate. It is washed with 2 times 20 ml of water and 1 times 10 ml of saturated aqueous sodium chloride solution. It is dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 50/50 mixture of cyclohexane and ethyl acetate, then with ethyl acetate, to give 0.814 g of product in the form of a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973042B2
Source datasetuspto-grants-2011_07
ORD IDord-b1397f410868479aa15d4bd8566d6a76
Source noteuspto-grants-2011_07