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General procedure: A vessel containing sodiumacetate (4.90 g, 59.8 mmol) was charged with 14 mL of water and 1,1-dibromo-3,3,3-trifluoroacetone(8.06 g, 3.54 mL, 29.9 mmol).Some heat was evolved, the vessel was purged with nitrogen, and placedin a 100 C oil bath. After 30 min, thesolution was allowed to cool.2,6-dimethoxybenzaldehyde (4.514 g, 27 mmol), conc ammonium hydroxide (28mL) and methanol were combined and transferred into the vessel as a singlesolution. The vessel was swept withnitrogen, closed with a stopper, and the yellow solution was stirred at roomtemperature. White solid was apparentwithin one hour. After 19 hours, themixture was concentrated and partitioned with 100 mL of water and 100 mL ofethyl acetate. The organics were driedover MgSO4 and concentrated to give 7.08 g of an orange solid whichcontained an approximately 1:1 ratio of product and unreacted2,6-dimethoxybenzaldehyde. Flashchromatography (550 mL silica gel, 25% to 80% gradient of ethyl acetate /hexane) returned 3.836 g (52%) of 2-(2,6-dimethoxyphenyl)-4-(trifluoromethyl)-1H-imidazole(A) as a pale orange solid.
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