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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2273305Generated: October 25, 2026

Tetrabutylammonium Fluoride → 1-(4-hydroxymethyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazol-2-yl)ethanone

https://huagongshe.com/reaction/2273305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1-[4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-trimethylsilylethoxymethyl)-1H-imidazol-2-yl]ethanoneHCID 71087685—
SolventTetrahydrofuranHCID 8028—
Product1-(4-hydroxymethyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazol-2-yl)ethanoneHCID 71086972108.7%

Reaction Steps

The compound obtained in (2) (24.4 g) was dissolved in THF (200 mL), tetrabutylammonium fluoride (hereinafter sometimes referred to as TBAF) (a 1.0 M THF solution, 62.7 mL) was added under stirring, and stirring was continued for 1 hour. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by flash chromatography (ethyl acetate/hexane=25%→100%) using an amino column (trade name: Hi-Flash Column 5L Amino, manufactured by Yamazen Corporation) to give the title compound (14.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120835B2
Source datasetuspto-grants-2015_09
ORD IDord-be9491f77dfe4d37ad5c878abb97daf5
Source noteuspto-grants-2015_09