Zinc permanganate solvents

Oxidations. Zinc permanganate supported on silica gel is useful for oxidations in organic solvents, usually CHCl, orCH.Ch. Workup involves merely filtration and removal of the solvent. Under comparable conditions, Zn(MnO,), is more reactive than KMnO, MglMnOili exhibits intermediate reactivity. 

The formation of a monobenzoyl derivative and a mononitroso derivative, b.p. 176°/4 mm., [a]u — 155° (no solvent) shows that anabasine is a secondary-tertiary diacidic base. This conclusion is substantiated by the formation of an A-methylanabasine, b.p. 268°, when the base is heated with formaldehyde and formic acid (420). With potassium permanganate anabasine is oxidized to nicotinic acid whereas dehydrogenation either with silver acetate or with zinc dust causes the loss of six hydrogen atoms and the formation of 3, 2-dipyridyl, b.p. 293-294° (picrate, m.p. 151-152°)(423). These experiments support structure CLXXIV previously applied to anabasine (399), a formulation that is confirmed by the following experiments. When A-benzoylanabasine methiodide is oxidized with potassium ferricyanide, the 7V-benzoyl derivative of the corresponding pyridone,... 

Reagents which have been used for removing hydroperoxides from solvents are reported to include sodium sulfite, sodium bisulfite, stannous chloride, lithium tetrahydroalanate (caution use of this material has carrsed fires), zinc and acid, sodium and alcohol, copper-zinc couple, potassium permanganate, silver hydroxide, and lead dioxide. 

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