Tetrabutylammonium Fluoride → 1-[4-Hydroxymethyl-5-methyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazol-2-yl]ethanone

Participants

Reaction Steps

The compound (11.7 g) obtained in (1) was dissolved in THF (100 mL), followed by addition of TBAF (1.0 M THF solution, 24.7 mL) under stirring, and the stirring was continued for 1 hour. The reaction solution was diluted with water, followed by extraction with ethyl acetate. The combined extract was washed with saturated brine, dried over anhydrous sodium sulfate, and subsequently the solvent was distilled off under reduced pressure. The resulting residue was purified by flash chromatography (ethyl acetate/hexane=10%→100%) using amino column (product name: Hi-Flash Column 3 L, manufactured by Yamazen Corporation) to afford the title compound (5.41 g).

Provenance & Evidence