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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1609533Generated: October 30, 2026

Tetrabutylammonium Fluoride → 4-Hydroxy-3-(2-propen-1-yl)benzyl alcohol

https://huagongshe.com/reaction/1609533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant4-(Tert-butyldimethylsilyloxy)3-(2-propen-1-yl)benzyl alcoholHCID 54413177—
SolventTetrahydrofuranHCID 8028—
Product4-Hydroxy-3-(2-propen-1-yl)benzyl alcoholHCID 53995256793.1%

Reaction Steps

To a solution of approximately 7.26 g (2.6 mmol) of the crude product of Step D, dissolved in 50 mL of anhydrous THF was added 26 mL (2.6 mmol) of tetra-n-butylammonium fluoride and the reaction mixture was stirred at room temperature for 16 hours. The mixture was then evaporated in vacuo and the residual oil was purified on a silica gel flash chromatography column eluted with 5% methanol/chloroform to afford 3.386 g (79%) of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05401745
Source datasetuspto-grants-1995_03
ORD IDord-6c777d7ef0864d969c912092887e3d61
Source noteuspto-grants-1995_03