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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422992Generated: October 30, 2026

Ethanol → 3-Chloro-4-[(2-fluorophenyl)methoxy]aniline

https://huagongshe.com/reaction/1422992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantMethanolHCID 887—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 53925871HCID 53925871—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product3-Chloro-4-[(2-fluorophenyl)methoxy]anilineHCID 21952105—

Reaction Conditions

Temperature68 °C

Reaction Steps

In a glass flask provided with a condenser, thermometer, mechanical stirrer and nitrogen inlet, —under nitrogen flow—25.0 g of 2-Chloro-[(2-fluorobenzyl)oxy]-4-nitrobenzene of formula (V), 14.9 g of powder iron (MW: 55.85, 3.0 mol. equiv.), 42.7 g of ammonium chloride (MW: 53.49, 9.0 mol. equiv.), 350 mL of Ethanol denatured with Methanol and 85 mL of purified water were introduced. The reaction mixture was stirred at reflux temperature (68° C.) for 2 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927558B2
Source datasetuspto-grants-2015_01
ORD IDord-d0ff0eedb5514ff69a1dde2cefddfb5b
Source noteuspto-grants-2015_01