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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433892Generated: October 25, 2026

Water → 5-Methoxy-2-(6-methoxy-3,4-dihydronaphthalen-2-yl)phenylamine

https://huagongshe.com/reaction/1433892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant7-Methoxy-3-(4-methoxy-2-nitrophenyl)-1,2-dihydronaphthaleneHCID 23087141—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
Product5-Methoxy-2-(6-methoxy-3,4-dihydronaphthalen-2-yl)phenylamineHCID 2308721865.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of 7-methoxy-3-(4-methoxy-2-nitrophenyl)-1,2-dihydronaphthalene (600 mg), iron (430 mg) and ammonium chloride (830 mg) in methanol (15 ml) was added water (6 ml), and the solution was stirred for 6 hours at 80° C. The solution was filtered through celite pad, extracted with ethyl acetate, then sequentially washed with water and brine, and the solvent was evaporated in vacuo. The residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (356 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612114B2
Source datasetuspto-grants-2009_11
ORD IDord-f36de10e250b4648862e7063f0d62406
Source noteuspto-grants-2009_11