Water → ethyl (2E)-2-[(2-bromo-4-fluorophenyl)hydrazinylidene]propanoate

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Reaction Steps

To a cooled (ice-bath) suspension of 126 g 5-(2-Bromo-4-fluoro-phenylazo)-2,2,5-trimethyl-[1,3]dioxane-4,6-dione in 550 ml ethanol was added a solution of 7.8 g sodium in 200 ml ethanol. The mixture was stirred 5 h at room temperature, poured into 200 ml water and the organics extracted with ethyl acetate. The combined organic phases were washed with brine, dried over magnesium sulfate and evaporated. The resulting orange oil solidified upon drying under vacuum to afford the title compound. Yield:102 g. ISP-MS: m/e 303.2 ([M+H]+).

Provenance & Evidence