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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498150Generated: October 30, 2026

Ethylene Glycol → 2-(3-Chloropropyl)-2-(4-methylphenyl)-1,3-dioxolane

https://huagongshe.com/reaction/498150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4-Chloro-4'-methylbutyrophenoneHCID 98745—
ReactantDiethylether heptaneHCID 21897273—
SolventTolueneHCID 1140—
Product2-(3-Chloropropyl)-2-(4-methylphenyl)-1,3-dioxolaneHCID 22320890—

Reaction Steps

This compound was synthesized as described under 5.a) with 20.0 g (101.6 mmol) of 4-chloro-1-(4-methylphenyl)-1-butanone (origin: Acros), 20 ml of ethylene glycol and ca. 1 g of p-toluenesulfonic acid in 120 ml of toluene to give 25.2 g (99%) of the crude compound, which was used for further functionalization. Column chromatography of 2 g (SiO2, heptane/ether 9:1) afforded 1.51 g of a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949680B2
Source datasetuspto-grants-2005_09
ORD IDord-cc60de79f4164b80956e1dad1b505011
Source noteuspto-grants-2005_09