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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381683Generated: October 30, 2026

Potassium Carbonate → 4-{4-[4-(4-Fluorobenzamido)piperidinomethyl]phenylmethoxyl}-2-isopropylidenecoumaran-3-one

https://huagongshe.com/reaction/381683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-fluoro-N-(piperidin-4-yl)benzamideHCID 4778226—
Reactant4-(4-Chloromethyl-phenylmethoxy)-2-isopropylidenecoumaran-3-oneHCID 18363838—
SolventDimethylformamideHCID 6228—
Product4-{4-[4-(4-Fluorobenzamido)piperidinomethyl]phenylmethoxyl}-2-isopropylidenecoumaran-3-oneHCID 987112720.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 570 mg 4-(4-chloromethyl-phenylmethoxy)-2-isopropylidenecoumaran-3-one (preparation 2), 240 mg potassium carbonate, 400 mg 4-(4-fluorobenzamido)piperidine and 15 ml dimethylformamide is warmed to 60° C. for 3 hours, then evaporated, mixed with water and extracted with ethyl acetate. After evaporation of the extract, the residue (0.6 g) is purified by silica gel chromatography (eluent ethyl acetate) to give 180 mg (19%) of the desired compound, m.p. 205-208° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06307051B1
Source datasetuspto-grants-2001_10
ORD IDord-aaaeabbf1dca43189727a5018d80d803
Source noteuspto-grants-2001_10