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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1645640Generated: November 1, 2026

Acetone → 2-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol

https://huagongshe.com/reaction/1645640

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant1,2,4-Butanetriol, (2S)-HCID 640997—
SolventTriethylamineHCID 8471—
Product2-((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-olHCID 1105180573%

Reaction Steps

To (S)-(−)-1,2,4-butanetriol (30 g, 283 mmol), acetone (200 ml) and p-toluenesulfonic acid monohydrate (1.4 g, 7.36 mmol) were added and the mixture was stirred at room temperature overnight. To the reaction mixture, triethylamine (4 ml) was added and the mixture was concentrated. The residue was purified by silica gel column chromatography (silica gel 350 g, elution solvent: ethyl acetate/heptane=18/82→6/4) to obtain the title compound (30.2 g, yield: 73%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124780B2
Source datasetuspto-grants-2012_02
ORD IDord-131e4e2cd7b44c8bbba58753d41fe0db
Source noteuspto-grants-2012_02