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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583106Generated: October 30, 2026

1-(4-Fluorobenzyl)piperazine → N-Benzyloxycarbonyl-3-[{4-(4-fluorobenzyl)-piperazin-1-yl}-beta-hydroxypropyloxy]-4-methoxybenzylamine

https://huagongshe.com/reaction/583106

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Fluorobenzyl)piperazineHCID 796563—
ReactantN-benzyloxycarbonyl-3-(2,3-epoxypropyloxy)-4-methoxybenzylamineHCID 19689423—
SolventEthanolHCID 702—
ProductN-Benzyloxycarbonyl-3-[{4-(4-fluorobenzyl)-piperazin-1-yl}-beta-hydroxypropyloxy]-4-methoxybenzylamineHCID 7006993869.2%

Reaction Steps

A mixture comprising 2.4 g of N-benzyloxycarbonyl-3-(2,3-epoxypropyloxy)-4-methoxybenzylamine, 30 ml of ethanol and 1.4 g of 4-fluorobenzyl-piperazine, was refluxed under heating with stirring overnight. The mixture was cooled to room temperature, and then the reaction solution was concentrated under reduced pressure and extracted with chloroform. The organic layer was washed with an aqueous potassium carbonate solution and then dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:methanol=19:1) to obtain 2.6 g of the above-identified compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929074
Source datasetuspto-grants-1999_07
ORD IDord-0947314ccd324486a49c9d07ce29c18d
Source noteuspto-grants-1999_07