Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2253751Generated: November 3, 2026

Tetrabutylammonium Fluoride → 4-(4-(4-Chlorophenyl)-1-hydroxybutyl)phenol

https://huagongshe.com/reaction/2253751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant4-(4-Chlorophenyl)-1-(4-t-butyldiphenylsiloxy phenyl)butanolHCID 53857806—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
Product4-(4-(4-Chlorophenyl)-1-hydroxybutyl)phenolHCID 19745872—

Reaction Steps

To a solution of silyl alcohol (Step V) (1.2 g) in THF (10 mL) and acetic acid (0.3 mL) was added tetrabutylammonium fluoride (3 mL of 1M solution). The reaction mixture was stirred 2 hrs, quenched with pH 7 buffer, extracted with ethyl acetate and the organic extract dried and evaporated. Flash chromatography using 25% ethyl acetate/hexane afforded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05232916
Source datasetuspto-grants-1993_08
ORD IDord-34d2f6b1aa314a498ed7e136ca26294b
Source noteuspto-grants-1993_08