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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479006Generated: October 31, 2026

Toluene → HCID 15442724, compound

https://huagongshe.com/reaction/479006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant(R)-1-(3-Chlorophenyl)-1,2-ethanediolHCID 9815352—
SolventPyridineHCID 1049—
ProductHCID 15442724HCID 15442724—

Reaction Steps

Into toluene (30 ml) were added (R)-2-(3-chlorophenyl)-2-hydroxyethanol obtained in 1) above (7 g), pyridine (8.0 g) and further, under ice-cooling and dropwise, p-toluenesulfonyl chloride (9.3 g), and then the resulting mixture was stirred at the same temperature for 24 hours. The solid thus precipitated was filtered off, the filtrate was concentrated, and the residue was dissolved in toluene (40 ml) and then washed with dilute hydrochloric acid. The organic layer was collected by layer separation, washed with a saturated aqueous sodium chloride solution and dried with anhydrous magnesium sulfate. The desiccant was filtered off, the solvent was distilled off under reduced pressure, and the residue was recrystallized from diethyl ether and hexane to obtain a colorless oily compound mentioned above (10.6 g, 80.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642395B1
Source datasetuspto-grants-2003_11
ORD IDord-24f20d1e37ad4aeab9522802b6e76222
Source noteuspto-grants-2003_11