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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242383Generated: October 30, 2026

Tetrabutylammonium Fluoride → 1-[4-Hydroxymethyl-1-(2-propenyl)-1H-imidazol-2-yl]ethanone

https://huagongshe.com/reaction/242383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1-[4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-propenyl)-1H-imidazol-2-yl]ethanoneHCID 89262210—
SolventTetrahydrofuranHCID 8028—
Product1-[4-Hydroxymethyl-1-(2-propenyl)-1H-imidazol-2-yl]ethanoneHCID 86674732—

Reaction Steps

The compound (0.750 g) obtained in (2) was dissolved in THF (50 mL), followed by addition of TBAF (1.0 M THF solution, 1.79 mL) under stirring, and the stirring was continued for 1 hour. The reaction solution was concentrated, and the resulting residue was purified by flash chromatography (ethyl acetate/hexane=5%-÷100%) using amino column (product name: Hi-Flash Column 3 L, manufactured by Yamazen Corporation), washed with ethyl acetate/hexane, and subsequently dried to afford the title compound (0.280 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653126B2
Source datasetuspto-grants-2014_02
ORD IDord-c4e4ec8c1b1a4002a63874fea0b7400e
Source noteuspto-grants-2014_02