Advanced Organic Synthesis by Richard S. Monson PDF

By Richard S. Monson

ISBN-10: 0125049501

ISBN-13: 9780125049504

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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. 55 M in chromium (II) and are indefinitely stable if protected from oxygen. B. REDUCTION OF DIETHYL FUMARATE (W) C2H5OOC H X C=CX HX X -^-> COOC2H5 C2H5OOC-CH2CH2-COOC2H5 24 2. HYDRIDE AND RELATED REDUCTIONS A nitrogen atmosphere is maintained over the reaction mixture prepared above. 05 mole) of diethyl fumarate in 85 ml of dimethylformamide (DMF).

The ether extracts are dried (anhydrous sodium sulfate), and the ether is evaporated. The residue is recrystallized from acetonitrile giving c/s-4-hydroxycyclohexanecarboxylic acid, mp 150-152°. 42 5. CATALYTIC HYDROGENATION IV. 3-Isoquinuclidone from />-Aminobenzoic Acid Closely related to the use of rhodium catalysts for the hydrogenation of phenols is their use in the reduction of anilines. -aminobenzoic acid. Then, as in the preceding experiment, advantage is taken of the formation of a cyclic product to carry out the separation of a mixture of cis and trans cyclohexyl isomers.

B. Henbest, J. Husbands, and T. R. B. Mitchell, Proc. Chem. Soc. London, p. 361 (1964). 9. E. L. Eliel, T. W. Doyle, R. O. Hutchins, and E. C. Gilbert, cited in M. Fieser and L. Fieser, "Reagents for Organic Synthesis," Vol. 2, p. 228. Wiley/Interscience, New York, 1969. 10. A. Zurqiyah and C. E. Castro, Org. Syn. 49, 98 (1969) and references cited therein. Dissolving Metal Reductions Although once used extensively for the reduction of functional groups, reactions employing dissolving metals have largely been replaced by other more convenient methods.

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Advanced Organic Synthesis by Richard S. Monson

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