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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 458743Generated: October 29, 2026

p-Toluenesulfonic acid monohydrate → HCID 69078742, compound

https://huagongshe.com/reaction/458743

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant(2R)-(4-Chlorophenyl)(hydroxy)acetic acidHCID 785085—
ReactantToluene hexaneHCID 21889329—
SolventEthyl AcetateHCID 8857—
SolventPivalaldehydeHCID 12417—
ProductHCID 69078742HCID 69078742—

Reaction Steps

To a solution of 16 g of (2R)-2-(4-chlorophenyl)-2-hydroxyacetic acid (cf. JP-Hei 6 (1994)-165695A) in 440 ml of hexane/toluene (10:1), 23 ml of pivalaldehyde and 326 mg of p-toluenesulfonic acid monohydrate were added by the order stated, followed by 12 hours' heating under reflux while removing the generated water with Dean-Stark trap. The reaction liquid was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine, and dried over anhydrous sodium sulfate. Distilling the solvent off under reduced pressure, 14 g of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07192969B2
Source datasetuspto-grants-2007_03
ORD IDord-9800b99f95934e08a978c70ac09e49f6
Source noteuspto-grants-2007_03