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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527129Generated: October 27, 2026

Hydrochloric Acid → 4-Amino-2-hydroxy-2-(4-isopropyl-2-methoxyphenyl)-2H-inden-1,3-dione

https://huagongshe.com/reaction/527129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
Reactant2-Hydroxy-2-(4-isopropyl-2-methoxyphenyl)-4-nitro-2H-inden-1,3-dioneHCID 71476970—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Product4-Amino-2-hydroxy-2-(4-isopropyl-2-methoxyphenyl)-2H-inden-1,3-dioneHCID 7147697370.3%

Reaction Steps

2-hydroxy-2-(4-isopropyl-2-methoxyphenyl)-4-nitro-2H-inden-1,3-dione (52 mg, 1.4 mmol) was completely dissolved in anhydrous ethanol (10 ml). This solution was added with iron (0.59 g, 10.6 mmol), conc. HCl (0.01 ml) and water (1 ml). The reaction mixture was heated for 3 hrs under reflux. After filtration at high temperature to remove iron, the filtrate was concentrated in a vacuum and purified using column chromatography (ethylacetate:hexane=1:2) to afford the title compound (0.32 g, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346749B2
Source datasetuspto-grants-2016_05
ORD IDord-37c9893f9e374e55a443c370c8e6c91a
Source noteuspto-grants-2016_05