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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2074434Generated: October 26, 2026

Methyl Ethyl Ketone → 1,5,5-trimethyl-3-[4-[2-oxo-8-propyl-4-(trifluoromethyl)-2H-chromen-7-yloxy]butyl]imidazolidine-2,4-dione

https://huagongshe.com/reaction/2074434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl Ethyl KetoneHCID 6569—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Trifluoromethyl-8-propyl-7-hydroxycoumarinHCID 53701430—
Reactant3-(4-Bromobutyl)-1,5,5-trimethylimidazolidine-2,4-dioneHCID 67089119—
SolventWaterHCID 962—
Product1,5,5-trimethyl-3-[4-[2-oxo-8-propyl-4-(trifluoromethyl)-2H-chromen-7-yloxy]butyl]imidazolidine-2,4-dioneHCID 57962786103.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A 2-butanone (2 mL) solution of 7-hydroxy-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one (30 mg, 0.11 mmol), 3-(4-bromobutyl)-1,5,5-trimethylimidazolidine-2,4-dione (30.5 mg, 0.11 mmol), and potassium carbonate (22.8 mg, 0.165 mmol) was heated and stirred overnight at 80° C. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated under vacuum. The obtained residue was purified using thin-layer silica-gel chromatography (hexane:ethyl acetate=1:1), and 53.5 mg of the title compound (yield 100%) was obtained as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919509B2
Source datasetuspto-grants-2011_04
ORD IDord-2a4c7284e12349bbb711d1dab2d8dd90
Source noteuspto-grants-2011_04