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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726219Generated: November 1, 2026

Ethylene Glycol → 4-(2-Methyl-1,3-dioxolan-2-yl)aniline

https://huagongshe.com/reaction/1726219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
Reactantp-AminoacetophenoneHCID 7468—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
SolventTolueneHCID 1140—
Product4-(2-Methyl-1,3-dioxolan-2-yl)anilineHCID 1107398235%

Reaction Steps

A mixture of 4′-aminoacetophenone (1.45 g, 10.7 mmol), ethylene glycol (2.00 g, 32.2 mmol), and p-TsOH.H2O (2.45 g, 12.9 mmol) in toluene (30 mL) were heated to reflux under a Dean-Stark trap for 3.5 h. Basic work-up and purification gave 4-(2-methyl-[1,3]dioxolan-2-yl)-phenylamine as colourless crystals (0.67 g, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491735B2
Source datasetuspto-grants-2009_02
ORD IDord-ca4e05feae4a4357a534fb16c33f84a3
Source noteuspto-grants-2009_02