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Hershkowitz, B. M. Rein, and B. C. Chung, /. Amer. Chem. Soc. 86,964 (1964). D. Levy and R. Stevenson, J. Org. Chem. 30, 3469 (1965). J. P. Schaefer, J. G. Higgins, and P. K. Shenov, Org. Syn. 48, 51 (1968). REFERENCES 53 7. C. Djerassi, Chem. Rev. 43, 271 (1948); L. Horner and E. H. Winkelmann in "Newer Methods of Preparative Organic Chemistry" ( W. ), Vol. 3, Academic Press, New York, 1964. 8. N. S. Isaacs, "Experiments in Physical Organic Chemistry," p. 276. Macmillan, London, 1969. 9. F. L.
3. 4. 5. 6. I. M. Downie, J. B. Holmes, and J. B. Lee, Chem. lnd. (London), p. 900 (1966). J. B. Lee and I. M. Downie, Tetrahedron 23, 359 (1967). A. W. Friederang and D. S. Tarbell, /. Org. Chem. 33, 3797 (1968). G. A. Wiley, R. L. Hershkowitz, B. M. Rein, and B. C. Chung, /. Amer. Chem. Soc. 86,964 (1964). D. Levy and R. Stevenson, J. Org. Chem. 30, 3469 (1965). J. P. Schaefer, J. G. Higgins, and P. K. Shenov, Org. Syn. 48, 51 (1968). REFERENCES 53 7. C. Djerassi, Chem. Rev. 43, 271 (1948); L.
Trans-2-DECALONE (5) H H H The following operations should be carried out in a hood. A 1-liter three-necked flask fitted with a sealed mechanical stirrer, a drying tube filled with soda lime, and an inlet that can be closed to the atmosphere is heated briefly with a luminous flame. Dry nitrogen gas is swept through the system during this heating and for 30 additional minutes. 133 mole) of J1(9)-2-octalone (Chapter 9, Section III) dissolved in 100 ml of commercial anhydrous ether, the anhydrous ammonia source is connected to the flask, and 500 ml of liquid ammonia is run in.