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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229154Generated: October 25, 2026

Chloroform → 2,6-Piperidinedione, 1-[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]-

https://huagongshe.com/reaction/2229154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantPotassium CarbonateHCID 11430—
ReactantGlutarimideHCID 70726—
Reactant1-(3-Chloropropyl)-4-(2-methoxyphenyl)piperazineHCID 622669—
CatalystTetrabutylammonium BromideHCID 74236—
SolventAcetoneHCID 180—
Product2,6-Piperidinedione, 1-[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]-HCID 9884583—

Reaction Conditions

Temperature80 °C

Reaction Steps

Scheme-I: A mixture of 2,6-dioxopiperidine (2.60 g, 23.02 mmol), 1-[4-(2-methoxyphenyl)-piperazin-1-yl]-3-chloropropane (6.18 g, 23.02 mmol), potassium carbonate (2.38 g, 17.27 mmol) and tetrabutylammonium bromide (1.48 g, 4.60 mmol) in acetone (80 ml) was refluxed for 16 hours at 80° C. with stirring. The solvent was evaporated off in vaccuo and the residue suspended in water (60 ml), extracted with chloroform (3×40 mmol) and the organic layers combined, washed with water (2.40 ml), dried over anhydrous Na2SO4 and evaporated in vacuo to give the title compound. The product was purified by column chromatography over flash silica gel (230-400 mesh) using chloroform-methanol (98:1) as eluent; yield 3.58 g (45%), oil. The hydrochloride salt was prepared in the quantitative yield by the method described above; m.p. 206-210° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420366B1
Source datasetuspto-grants-2002_07
ORD IDord-e531d11a92bf4d65838d58d156581b66
Source noteuspto-grants-2002_07