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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748767Generated: October 31, 2026

Hexane → 4-[2-[(4-Chlorophenyl)sulfonyl]-2-(2,5-difluorophenyl)ethyl]pyridine

https://huagongshe.com/reaction/748767

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactant4-HydroxymethylpyridineHCID 11472—
ReactantCyanomethylenetributylphosphoraneHCID 4622928—
Reactant2-(((4-Chlorophenyl)sulfonyl)methyl)-1,4-difluorobenzeneHCID 9901028—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product4-[2-[(4-Chlorophenyl)sulfonyl]-2-(2,5-difluorophenyl)ethyl]pyridineHCID 5975093531.4%

Reaction Steps

Under an argon atmosphere, the 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (200 mg, 0.660 mmol) obtained in Example 5 and 4-pyridylmethanol (144 mg, 1.32 mmol) were dissolved in toluene (6 ml), followed by the addition of cyanomethylenetri-n-butylphosphorane (318 mg, 1.32 mmol). The resulting mixture was heated under reflux for 15 hours under an argon atmosphere. The reaction mixture was then concentrated. The residue thus obtained was subjected to flash chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate=1:2 elulate was concentrated. The solid thus obtained was recrystallized from ethyl acetate, whereby the title compound (81.4 mg, 0.207 mmol, 31%) was obtained as colorless needle crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399775B2
Source datasetuspto-grants-2008_07
ORD IDord-081e23250dd54f8faca5707d636f88d5
Source noteuspto-grants-2008_07