Sodium Hydroxide → 2'-Bromo-4'-nitro-1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexanecarboxanilide, tetra-n-propylammonium salt

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Reaction Steps

2'-Bromo-4'-nitro-1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexanecarboxanilide (2.6 grams; 0.005 mole) was dissolved in 50 ml. of acetone and 1N sodium hydroxide (5.0 ml., 0.005 mole) was added all at once. Tetrapropylammonium bromide (1.35 gram; 0.005 mole) was then added and the reaction mixture was stirred until it became one phase. The reaction mixture was then poured over ice/water, and an oily solid separated. It was extracted with diethyl ether, dried over magnesium sulfate, evaporated, and crystallized at -10° C. from water/ethanol. 0.9 gram (25% yield) of the tetra-n-propylammonium salt was obtained, m.p., 86°-87° C.

Provenance & Evidence