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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1065049Generated: October 25, 2026

Acetone → 4-[2-(4-Methylphenyl)ethoxy]aniline

https://huagongshe.com/reaction/1065049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantSodium HydroxideHCID 14798—
Reactant1-Methyl-4-[2-(4-nitrophenoxy)ethyl]benzeneHCID 5142926—
ReactantSulfurHCID 5362487—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-[2-(4-Methylphenyl)ethoxy]anilineHCID 1301765696.9%

Reaction Steps

4-[2-(4-Methylphenyl)ethoxy]nitrobenzene (VI) (5.14 g, 0.02 mole), sodium hydroxide powder (3.0 g) and sulfur (1.6 g, 0.05 mole) were added to a mixture of acetone (20 ml) and methanol (20 ml), followed by heating under reflux for 5 hours. After cooling, the reaction mixture was diluted with water, extracted with ether and treated in the same manner as in Example 18 to obtain 4.4 g of 4-[2-(4-methylphenyl)ethoxy]aniline (V) (yield, 96.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04328166
Source datasetuspto-grants-1982_05
ORD IDord-bf58e061715b4681a929a2fc19b2547d
Source noteuspto-grants-1982_05