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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748675Generated: October 29, 2026

Tetrabutylammonium Fluoride → 5-(4-Chlorophenylsulfonyl)-5-(2,5-difluorophenyl)-1-hexanol

https://huagongshe.com/reaction/748675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant2-[5-(t-Butyldimethylsilyloxy)-1-[(4-chlorophenyl)sulfonyl]-1-methylpentyl]-1,4-difluorobenzeneHCID 59750779—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product5-(4-Chlorophenylsulfonyl)-5-(2,5-difluorophenyl)-1-hexanolHCID 23028783—

Reaction Steps

After addition of tetrabutylammonium fluoride (a 1M tetrahydrofuran solution, 0.978 ml, 0.978 mmol) to a solution of 2-[5-(t-butyldimethylsilyloxy)-1-[(4-chlorophenyl)sulfonyl]-1-methylpentyl]-1,4-difluorobenzene (164 mg, 0.326 mmol) in tetrahydrofuran (4 ml), the mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with diethyl ether, washed successively with saturated ammonium chloride, water and brine, dried over MgSO4, and then concentrated. The residue thus obtained was purified by medium-pressure chromatography on a silica gel column (50% ethyl acetate-hexane), whereby the title compound (122 mg, 96%) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399775B2
Source datasetuspto-grants-2008_07
ORD IDord-430c4b000ac5451b91aff47ae69e262e
Source noteuspto-grants-2008_07