By GABOR FODOR and DON KovAcs.Scopolamine was converted by hydrogenolysis into ( &)-3 : 6-dihydroxytropane, which was resolved. The (-)-isomer was identical with the alkamine from valeroidine (Fodor, KovAcs, and MCszAros, Research, 1952, 5, 534). Scopolamine and valeroidine are both P-orientated a t C,,, since valeroidine forms a cyclic urethane and, as scopoline can be formed from scopolamine only if the C(,,-hydroxyl group in the latter is or-orientated with respect to the nitrogen bridge, the configuration a t C(,) in valeroidine must be the same as that in scopolamine and tropine.
The 42-g. pot residue was recrystallized three times from ether-petroleum ether mixture to yield 38 g. of fine white needles, m. p. 42-43°. Four grams of this solid was saponified in the manner previously described. The saponification distillate gave a positive ceric nitrate test and a negative iodoform test. Treatment of the alcoholic phase of the distillate with 3,5-dinitrobenzoyl chloride resulted in an ester, m. p. 63-64°. The reported melting point for butyl 3,5-dinitrobenzoate is 64°.18 Anal. Caled, for C10H19O4N: N, 6.45. Found: X,
Chromium stearate and chromium acetylacetonate are very active catalysts both for the oxidation of hydrocarbons by molecular oxygen and for the decomposition of organic hydroperoxides. During these reactions they also catalyze the oxidation of secondary alcohols to the corresponding ketones by organic hydroperoxides. From organic hydroperoxides and chromium(III)compounds chromium (VI) compounds are formed which are probably the effective agents oxidizing secondary alcohols to ketones.
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