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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368900Generated: October 27, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → (2S)-3-(2,4-Difluorophenyl)-3-buten-2-ol

https://huagongshe.com/reaction/368900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant(3S)-2-(2,4-Difluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-1-buteneHCID 70105313—
SolventEthanolHCID 702—
Product(2S)-3-(2,4-Difluorophenyl)-3-buten-2-olHCID 15130435—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of crude 5a, (870) and pyridinium-p-toluenesulfonate (350 g, 1.39 mole) in ethanol (12 L) was heated at 60° C. for 9 hours. The reaction mixture was concentrated in vacuo and co-evaporated with toluene. The residue was diluted with toluene and the resulting solid was removed by filtration. The filtrate was evaporated under reduced pressure to give the crude 6a as light brown oil (664 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133485
Source datasetuspto-grants-2000_10
ORD IDord-488496685dd2454d8cea391c9d8d1979
Source noteuspto-grants-2000_10