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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007176Generated: October 28, 2026

Diisopropyl Ether → HCID 57216960, compound

https://huagongshe.com/reaction/1007176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
Reactant2-ImidazolidinoneHCID 8453—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-(bromomethyl)benzoateHCID 256687—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 57216960HCID 5721696057.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

Potassium carbonate (7.88 g; 57 mmol) was added to a solution of 4.92 g of ethylene urea (57 mmol), 5.73 g of methyl 4-bromomethylbenzoate (25 mmol) and 1.85 g of tetra-n-butylammonium iodide (5.0 mmol) in 30 mL of DMF, and the mixture was heated with stirring at 80° C. for 5 hours. After cooling, the solid was collected by filtration and washed with ethyl acetate. The filtrate was concentrated. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate:methanol=10:1). To the light yellow oil obtained was added diisopropyl ether, and the precipitated solid was collected by filtration and dried to give 3.36 g of N-(4-methoxycarbonylphenylmethyl)imidazolin-2-one (Yield: 57.4%) as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794392B1
Source datasetuspto-grants-2004_09
ORD IDord-d36ce34b53574ff2bee26f7608448aca
Source noteuspto-grants-2004_09