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 diethylformamide are added dropwise at room temperature to 35.24 g (130.0 mol) of tert-butyl-chlorodiphenylsilane and 11.25 g (65.0 mol) of 4-bromophenol in 150 ml of dimethylformamide. After the reaction mixture has been stirred at room temperature for one hour, it is poured into 1000 ml of 5% strength by weight aqueous sodium hydrogencarbonate solution and extracted twice with 400 ml of dichloromethane, and the organic phase is washed with aqueous sodium chloride solution, dried over sodium sulfate, filtered and evaporated to dryness. Chromatographic purification (silica gel/hexane: ethyl acetate 8:2) gives 23.40 g of 4-bromophenyl tert-butyldiphenylsilyl ether. ##STR29##

Provenance & Evidence