Water → 1-[2-(2-Methyl-4-{2-[2-(e)-(4-trifluoromethoxy-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl-methanesulfinyl)-ethyl]-1h[1,2,3]triazole

Participants

Reaction Steps

A solution of 133 mg (0.50 mmol) 2-methyl-4-(2-[1,2,3]triazol-1-yl-ethanesulfinylmethyl)-phenol in 4 ml N,N-dimethylformamide was treated at 0° C. with 24 mg (0.60 mmol) 60% sodium hydride and stirred at that temperature for 30 min, then 152 mg (0.50 mmol) 4-chloromethyl-2-[2-(4-trifluoromethoxy-phenyl)-vinyl]-oxazole were added and stirring continued over night at room temperature. After addition of 8 ml water, the precipitate was isolated, washed thoroughly with water, methanol/water 1:1, ether and purified by chromatography on silica. Gradient elution with ethyl acetate (5 to 10% methanol) gave 65 mg (24%) 1-[2-(2-methyl-4-{2-[2-(E)-(4-trifluoromethoxy-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl-methanesulfinyl)-ethyl]-1H-[1,2,3]triazole as solid.

Provenance & Evidence