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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008330Generated: October 31, 2026

Chloroform → 4-(3-Fluoro-4-nitrophenoxy)-6-methoxy-7-(phenylmethoxy)quinoline

https://huagongshe.com/reaction/1008330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantSodium HydroxideHCID 14798—
Reactant3-Fluoro-4-nitrophenolHCID 520948—
Reactant7-(Benzyloxy)-4-chloro-6-methoxyquinolineHCID 22646562—
SolventChlorobenzeneHCID 7964—
Product4-(3-Fluoro-4-nitrophenoxy)-6-methoxy-7-(phenylmethoxy)quinolineHCID 2266713447%

Reaction Conditions

Temperature130 °C

Reaction Steps

7-(Benzyloxy)-4-chloro-6-methoxyquinoline (300 mg) and 3-fluoro-4-nitrophenol (785 mg) were dissolved in chlorobenzene (3 ml), and the solution was stirred at 130° C. for 5 hr. Chloroform and an aqueous sodium hydroxide solution were added to the reaction solution, and the mixture was stirred for one hr. The reaction solution was extracted with chloroform, and the chloroform layer was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by thin-layer chromatography on silica gel by development with hexane/ethyl acetate (1/1) to give 197 mg (yield 47%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-063d369fc746484686519e5e9b796631
Source noteuspto-grants-2004_09