Imidazole → Silane, (4-bromophenoxy)(1,1-dimethylethyl)diphenyl-

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Reaction Steps

11.06 g (162.5 mmol) of imidazole in 30 ml of dimethylformamide are added dropwise at room temperature to 35.24 g (130.0 mmol) of tert.-butylchlorodiphenylsilane and 11.25 g (65.0 mmol) of 4-bromophenol in 150 ml of dimethylformamide. After stirring at room temperature for 1 hour, the reaction mixture is poured onto 1000 ml of 5% sodium bicarbonate solution, the resulting mixture is extracted twice with 400 ml of dichloromethane, the organic phase is washed with sodium chloride solution, dried over sodium sulfate, filtered and evaporated to dryness. Purification of the residue by chromatography (silica gel, 8:2 hexane/ethyl acetate) gives 23.40 g of 4-bromophenyl tert.-butyldiphenylsilyl ether. ##STR43##

Provenance & Evidence