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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253132Generated: November 2, 2026

Ethylene Glycol → 1-Chloro-3-(1,3-dioxolan-2-yl)-3-methylbutan-2-one

https://huagongshe.com/reaction/1253132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantWaterHCID 962—
Reactant4-Chloro-2,2-dimethyl-3-oxobutanalHCID 13269964—
Catalystp-Toluenesulfonic acidHCID 6101—
SolventDichloromethaneHCID 6344—
Product1-Chloro-3-(1,3-dioxolan-2-yl)-3-methylbutan-2-oneHCID 1326998079.8%

Reaction Steps

204 g (1.38 mol) of 2,2-dimethyl-4-chloro-3-keto-butanal are heated with 93 g (1.5 mols) of ethylene glycol and 0.7 g of p-toluenesulphonic acid in 400 ml of methylene chloride for 3 hours in a water separator. The organic phase is extracted with 150 ml of 5% strength sodium hydroxide solution, and thereafter with 400 ml of water. The solvent is distilled off and the residue is distilled under the vacuum from a water jet. 211 g (79.8% of theory) of 1-chloro-3-(dioxolan-2-yl)-3-methylbutan-2-one of boiling point 127°-28° C./14 mbar are obtained. ##STR24##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04747869
Source datasetuspto-grants-1988_05
ORD IDord-d6f8baa5fb0847a59a869ca163603ef8
Source noteuspto-grants-1988_05