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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360779Generated: October 31, 2026

Ethylene Glycol → 3-(4-[1,3]Dioxolan-2-yl-3,5-dimethylphenyl)-propionic acid methyl ester

https://huagongshe.com/reaction/1360779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3-(4-{6-[5-(4-Methoxyphenylamino)-[1,3,4]oxadiazol-2-yl]-1H-benzoimidazol-2-yl}-3,5-dimethylphenyl)-propionic acidHCID 25235405—
SolventTolueneHCID 1140—
Product3-(4-[1,3]Dioxolan-2-yl-3,5-dimethylphenyl)-propionic acid methyl esterHCID 66966077—

Reaction Steps

To a stirred solution of 3-(4-formyl-3,5-dimethylphenyl)-propionic acid methyl ester (prepared as described in Example 1-60, 2.2 g, 10 mmol) and ethane-1,2-diol (1.86 g, 30 mmol) in toluene (50 mL) was added p-TsOH.H2O (38 mg, 0.2 mmol) and the solution was refluxed using a Dean-Stark apparatus overnight. The solvent was removed under reduced pressure and the residue was purified by flash chromatography using heptane/EtOAc (5:1) as eluent to give 3-(4-[1,3]dioxolan-2-yl-3,5-dimethylphenyl)-propionic acid methyl ester as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879850B2
Source datasetuspto-grants-2011_02
ORD IDord-a41ca3d733b54f07acfde46285adb212
Source noteuspto-grants-2011_02