Imidazole → {[3-(3-Bromo-4-fluorophenyl)but-3-en-1-yl]oxy}(tert-butyl)dimethylsilane

Participants

Reaction Steps

The compound (2.17 g, 8.85 mmol) obtained in Example 91b was dissolved in methylene chloride (33 mL), imidazole (0.90 g, 13.3 mmol) and tert-butyl(chloro)dimethylsilane (1.60 g, 10.6 mmol) were added with stirring under ice cooling, and the mixture was stirred at room temperature under a nitrogen atmosphere for 20 hours. After the reaction was completed, water was added, and ethyl acetate was further added to separate the layers. The resulting organic layer was separated, washed with saturated sodium chloride solution, and then dried with anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1, v/v) to give the title compound (3.02 g; yield, 95%) as a colorless oily substance.

Provenance & Evidence