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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029451Generated: October 31, 2026

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

https://huagongshe.com/reaction/1029451

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 numberUS05102881
Source datasetuspto-grants-1992_04
ORD IDord-54394c7d44b04fa7a1fad0d01ea10d49
Source noteuspto-grants-1992_04