Ammonia → 1-Trityl-4-[2-phenyl-2-(4-pyridinyl)ethyl]-imidazole

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Reaction Conditions

Reaction Steps

Under nitrogen atmosphere a 100 ml flask was charged with 50 ml liquid ammonia, a small piece of sodium and a few crystals of Fe(NO3)3. Then about 0.25 g (11 mmol) sodium metal was added and the mixture was stirred at ca. -70° C. for 0.5 hours. Then, under stirring, and at about -70° C. 1.69 g (10 mmoles) of phenyl-(4-pyridinyl)methane dissolved in 5 ml anhydrous ether are added in 10 minutes. After stirring for 0.5 hours the mixture was allowed to warm up to the boiling temperature of ammonia and 3.21 g (9 mmoles) of (3) dissolved in 20 ml anhydrous THF was added dropwise. The mixture was allowed to warm up to room temperature while ammonia evaporated. To the residue 30 ml water was added and the mixture was extracted with methylene chloride. Then the methylene chloride was evaporated from the dried, combined solutions yielding crude derivative (4) used as such in the next stage.

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