Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718051Generated: October 26, 2026

Ammonium Chloride → 2-(4-Fluoro-2-methoxyphenoxy)aniline

https://huagongshe.com/reaction/718051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Fluoro-2-methoxy-1-(2-nitrophenoxy)benzeneHCID 59783751—
CatalystZincchlorideHCID 3007855—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product2-(4-Fluoro-2-methoxyphenoxy)anilineHCID 59783799100.5%

Reaction Steps

To a solution of title compound 90 (9.32 g, 35.4 mmol) in MeOH (30 mL) and water (5 mL) was added ammonium chloride (3.79 g, 70.8 mmol) and zinc chloride (20.83 g, 319 mmol) and the reaction mixture was heated to reflux for 2 hours. The mixture was cooled to room temperature and filtered and the solvent removed. The residue was diluted with ethyl acetate and water and the organic phase was washed well with water, dried over Na2SO4, filtered and concentrated to afford title compound 91 (8.3 g, 100%). LRMS (ESI): (calc) 233.09. (found) 234.1 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193749B2
Source datasetuspto-grants-2015_11
ORD IDord-f688790654d543bbac8f95a4595b00e4
Source noteuspto-grants-2015_11