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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878682Generated: October 25, 2026

Ethanol → Methyl 4-fluoro-3-[(4-fluorophenyl)methoxy]benzoate

https://huagongshe.com/reaction/878682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluorobenzyl bromideHCID 68021—
Reactant4-Fluoro-3-hydroxy-benzoic acid methyl esterHCID 12016892—
SolventWaterHCID 962—
ProductMethyl 4-fluoro-3-[(4-fluorophenyl)methoxy]benzoateHCID 8672563867.3%

Reaction Steps

Charge methyl 4-fluoro-3-hydroxybenzoate (519 mg, 3.05 mmol), 4-(bromomethyl)-1-fluorobenzene (577 mg, 3.05 mmol), K2CO3 (843 mg, 6.10 mmol) and ethanol (10 mL) to a flask. The mixture was then stirred at room temperature overnight. Water was added to the reaction mixture at 0° C., filtered, and the solid dried and purified by flash column chromatograph to give 571 mg of the title compound (67%). 1H NMR (400 MHz, CDCl3): δ 3.90 (3H, s), 5.13 (2H, s), 7.06-7.15 (3H, m), 7.41-7.45 (2H, m), 7.63-7.67 (1H, m), 7.71 (1H, dd, J=2.0 Hz, 8.4 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987461B2
Source datasetuspto-grants-2015_03
ORD IDord-47ba4a75e0f246c88ab73f01d8b713f7
Source noteuspto-grants-2015_03