Reduction of Conjugated Alkenes with Chromium II Sulfate

Reduction of Conjugated Alkenes with Chromium (II) Sulfate [Pg.23]

Chromium (II) sulfate is capable of reducing a variety of functional groups under mild conditions 10). Of particular interest is its ability to reduce a,jS-unsaturated esters, acids, and nitriles to the corresponding saturated compounds. This capability is illustrated in the procedure by the reduction of diethyl fumarate. [Pg.23]

A 500-ml three-necked flask fitted with a mechanical stirrer and a nitrogen inlet and outlet is charged with 30 g (approx. 0.055 mole) of hydrated chromium (III) sulfate, 200 ml of distilled water, 7.5 g (0.12 g-atom) of mossy zinc, and 0.4 ml (5.4 g, 0.03 g-atom) of mercury. The flask is flushed with nitrogen for 30 minutes and a nitrogen atmosphere is maintained. The mixture is then heated to about 80° with stirring for 30 minutes to initiate reaction. Then the mixture is stirred at room temperature for an additional 30 hours, by which time the green mixture has been converted to a clear blue solution. Solutions prepared as above are about 0.55 M in chromium (II) and are indefinitely stable if protected from oxygen. [Pg.23]

Gaylord, Reduction with Complex Metal Hydrides. Interscience, New York, 1956 W. G. Brown, Org. React. 6, 469 (1951). [Pg.24]

Practical Organic Chemistry, 3rd ed. Longmans, London, 1956. [Pg.24]

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