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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105050Generated: October 30, 2026

Tetrabutylammonium Fluoride → tert-Butyl(5-ethyl-2-fluorophenoxy)dimethylsilane

https://huagongshe.com/reaction/2105050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant3-{[tert-Butyl(dimethyl)silyl]oxy}-5-ethyl-2-fluorobenzaldehydeHCID 59838072—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl(5-ethyl-2-fluorophenoxy)dimethylsilaneHCID 59838026254.7%

Reaction Steps

A solution of Intermediate 368.2 (394 mg, 0.50 mmol) and 1 M TBAF (in THF) in THF (10 mL) was stirred for 2 h. The mixture was dilute with EtOAc and washed with H2O (3×50 mL) and brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0 to 60% EtOAc/hexanes gradient) to afford 324 mg of Intermediate 368.1. LCMS (2 min gradient) RT=2.06 min, 669.5 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576098B2
Source datasetuspto-grants-2009_08
ORD IDord-259997355d154cbfae58816c6b929997
Source noteuspto-grants-2009_08