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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381723Generated: October 26, 2026

Toluene → 2-Undecyl-4-hydroxymethyl-1,3-dioxolane

https://huagongshe.com/reaction/381723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantDodecanalHCID 8194—
ReactantSodium HydroxideHCID 14798—
SolventEthanolHCID 702—
Product2-Undecyl-4-hydroxymethyl-1,3-dioxolaneHCID 18364035—

Reaction Steps

Then, the same reactor as above was charged with 226 g of acetyl-1,2-isopropylideneglycerol, 221 g of n-dodecanal and a solvent amount of toluene. Thereafter, p-toluenesulfonic acid was added as a catalyst and the acetal exchange reaction was carried out under reflux conditions. Then, a solution of sodium hydroxide in ethanol was added to decompose the ester moiety at the reflux temperature and the ethanol was distilled off under reduced pressure. The resulting crude product was extracted into diethyl ether and washed with 3 portions of distilled water. The diethyl ether layer was dehydrated over potassium carbonate and the diethyl ether was distilled off under reduced pressure. The residue was further purified by distillation under reduced pressure to provide 2-undecyl-4-hydroxymethyl-1,3-dioxolane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06307069B1
Source datasetuspto-grants-2001_10
ORD IDord-17f8444da464479bab81057845632566
Source noteuspto-grants-2001_10