Bromotrimethylsilane → {5-[1-Benzyl-6-chloro-5-(4-cyclohexyl-phenyl)-1H-benzoimidazol-2-yloxy]-2-methyl-phenyl}-phosphonic acid

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Reaction Steps

To a solution of {5-[1-Benzyl-6-chloro-5-(4-cyclohexyl-phenyl)-1H-benzoimidazol-2-yloxy]-2-methyl-phenyl}-phosphonic acid diethyl ester (3.2 g, 5.0 mmol) in dichloromethane (15 ml) and hexamethyldisilazane (15 ml) was added bromotrimethylsilane (7.7 ml, 50 mmol). After stirring over night at rt the volatiles were removed from the mixture on a rotary evaporator. The residue was dissolved in methanol (15 ml) and treated with sonication in a water bath. The resulting suspension was filtered to yield a white solid. This solid was dried under vacuum at 40° C. for 15 hours to yield the title compound. The filtrate was evaporated to dryness, treated with hexanes (15 ml) and subjected to sonication in a water bath. The beige solid thus obtained upon filtration was dried under vacuum at 40° C. for 15 hours to yield additional title compound in sufficient purity.

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