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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266566Generated: October 26, 2026

1,4-Dioxane → [3-(2,4-dichlorobenzyl)-2-ethyl-8-fluoro-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic Acid Methyl Ester

https://huagongshe.com/reaction/2266566

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
Reactant(3-Amino-4-fluorophenoxy)acetic acid methyl esterHCID 66717607—
Reactant2-(2,4-dichlorobenzyl)-3-oxopentanoic Acid Methyl EsterHCID 68781491—
SolventEthyl AcetateHCID 8857—
Product[3-(2,4-dichlorobenzyl)-2-ethyl-8-fluoro-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic Acid Methyl EsterHCID 68784664—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of (3-amino-4-fluorophenoxy)acetic acid methyl ester (0.75 g), 2-(2,4-dichlorobenzyl)-3-oxopentanoic acid methyl ester (1.3 g), polyphosphoric acid (5 mL) and dioxane (25 mL) was heated at 120° C. for 17 hours. The mixture was cooled to room temperature, diluted with ethyl acetate and this mixture washed with water, saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent was removed under reduced pressure to afford title compound as a brown oil, 1.7 μg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858640B2
Source datasetuspto-grants-2010_12
ORD IDord-a16e40c9af5a427cb48e6456e0465668
Source noteuspto-grants-2010_12