Imidazole → 1-t-Butyldiphenylsiloxy-3,5-dimethoxybenzene

Participants

Reaction Conditions

Reaction Steps

To a solution of 6.73 g (43.7 mmol) of 3,5-dimethoxyphenol in anhydrous dimethylformamide (50 mL) were added 5.95 g (87.4 mmol) of imidazole and 15.0 g (54.6 mmol) of t-butylchlorodiphenylsilane. The mixture was stirred at 50° C. for 4 hours. Water was added and the mixture was extracted with ethyl acetate-hexane (1:2). The organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel, whereby 16.14 g of 1-t-butyldiphenylsiloxy-3,5-dimethoxybenzene was obtained as a colorless crystalline powder (mp: 95.5 to 96.5° C., yield: 94%).

Provenance & Evidence