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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13680Generated: October 26, 2026

p-Toluenesulfonic acid monohydrate → 1,3-Oxathiolane-2-methanol, 2-benzoate

https://huagongshe.com/reaction/13680

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant2-Benzoyloxy-1,1-dimethoxy-ethaneHCID 11608176—
SolventTolueneHCID 1140—
Product1,3-Oxathiolane-2-methanol, 2-benzoateHCID 110640765,173.6%

Reaction Steps

Aliquots of 2-benzoyloxyacetaldehyde dimethyl acetal (50.0 g) prepared according to Example 1,2-mercaptoethanol (20.4 g), p-toluenesulfonic acid monohydrate (0.90 g) and toluene (250 mL) were placed in a three-neck flask, followed by heating. By-produced methanol was distilled off with the solvent. After distilling off about 150 mL, the reaction mixture was cooled to room temperature, was washed with a saturated aqueous sodium hydrogen carbonate solution and water and was dried over anhydrous sodium carbonate. After filtration and vacuum distillation at 144-147° C. and at 0.60 mmHg, the target compound (54.9 g) was obtained in a yield of 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728152B2
Source datasetuspto-grants-2010_06
ORD IDord-e25737a69e25401f8b9682ecf2ac7c36
Source noteuspto-grants-2010_06