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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1603923Generated: November 2, 2026

Water → Ethyl 8-[[4-(4-phenylbutoxy)phenyl]methyloxy]-4-oxo-4H-1-benzopyran-2-carboxylate

https://huagongshe.com/reaction/1603923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactantethyl 8-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylateHCID 12355847—
Reactant1-(Chloromethyl)-4-(4-phenylbutoxy)benzeneHCID 15115532—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
ProductEthyl 8-[[4-(4-phenylbutoxy)phenyl]methyloxy]-4-oxo-4H-1-benzopyran-2-carboxylateHCID 1960635772.2%

Reaction Steps

A solution of potassium carbonate (330 mg, 2.39 mmol) in dry N,N-dimethylformamide (15 ml) was added with ethyl 8-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate (520 mg, 2.39 mmol) stirring at room temperature for 10 min. After that the reaction mixture was added with 4-(4-phenylbutoxy)benzyl chloride 595 mg, 2.17 mmol) and left under stirring at 60° C. for 18 h, subsequently was added with water (25 ml), extracted with ethyl ether (3×50 ml), dried and the solvent was evaporated off under reduced pressure, to obtain a residue which was purified by chromatography through a silica gel column, eluting with petroleum ether:chloroform, 7:3, recovering 740 mg of the title compound (66% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05990142
Source datasetuspto-grants-1999_11
ORD IDord-15f5b44f626949f19ab5d57557a384e5
Source noteuspto-grants-1999_11