Methods for Oxidation of Organic Compounds. Alcohols, by Alan H. Haines

By Alan H. Haines

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Extra info for Methods for Oxidation of Organic Compounds. Alcohols, Alcohol Derivatives, Alky Halides, Nitroalkanes, Alkyl Azides, Carbonyl Compounds Hydroxyarenes and Aminoarenes

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The collected solids are washed with ethyl acetate (3 x 50 ml) and once with warm ethyl acetate (40 ml) to ensure complete dissolution of the oxidation product. 5 h. The organic layer and the violetcoloured aqueous phase are separated, and the aqueous layer is extracted with ethyl acetate (100 ml). The combined organic fractions are then stirred * Molecular-sieve powder (white, 3 A U n i o n Carbide, obtained from Fluka) is activated by heating in an enamel pan with a Bunsen burner at approximately 320°C for 5 h and used immediately after cooling to room temperature.

609 mmol) in a small amount of dichloromethane is then added with stirring. The orange colour of the solution changes immediately to bright yellow. After 20 min at 0°C, the colour of the clear solution is the original dark orange and TLC indicates the absence of starting alcohol. 5 cm plug of silica gel on a fritted-glass funnel. p. 48°C. REFERENCES [1] R. V . Oppenauer and H. Oberrauch, Anales Asoc. Quim. Arg. 37, 246 (1949); CA 44, 3871c (1950). 1 [17], p. 159. [3] Η. H. Inhoffen, H. Pommer, K.

Cytophysiol. Vegetales6,221 (1942-1943); CA45,9102(1951). [3] W. M. Coates and J. R. Corrigan, Chem. Ind. (London) 1594 (1969). [4] E . J. Corey and G. Schmidt, Tetrahedron Lett. 399 (1979). [5] J. Salmon, Chem. Brit. 703 (1982). [6] S. Czernecki, C. Georgoulis, C. L. Stevens and K. Vijayakumaran, Tetrahedron Lett. 26, 1699 (1985). [7] J. Herscovici and K. A n t o n a k i s , / . Chem. Soc. Chem. Commun. 561 (1980). [8] J. -J. Egron and K. A n t o n a k i s , / . Chem. Soc. Perkin Trans. 11967 (1982).

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