Manufacture of .gamma.,.delta.-unsaturated ketones

Details Manufacture of .gamma.,.delta.-unsaturated ketones Manufacture of .gamma.,.delta.-unsaturated ketones

1975-06-26

1977-01-11

Thomas, Jr., James O.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260586C, 260638G, C07C 4500

Patent

active

040026841

ABSTRACT:
.gamma.,.delta.-Unsaturated non-cyclic aliphatic ketones are prepared by reacting specific .alpha.,.beta.-unsaturated ketones with vinylmagnesium halide in the presence of inorganic copper compounds at temperatures below 0.degree. C. The reaction products are valuable intermediates in the synthesis of a number of perfumes. For example, the compound 3,3-dimethyl-1-hexen-5-one which may be prepared from mesityl oxide and vinylmagnesium chloride is an intermediate for lavandulyl compounds such as lavandulol and lavandulyl acetate.

REFERENCES:
naf et al., Helvetica Chemica Acta, vol. 54, pp. 1939-1949 (1971).
Parham et al., J. Org. Chem., vol. 34, No. 6, pp. 1899-1904 (1969).
Hause et al., J. Org. Chem., vol. 31, pp. 3128-3141 (1966).
Kharasch et al., J.A.C.S., vol. 63, pp. 2308-2316 (1941).
Hooz et al., Can. J. Chem., vol. 48, pp. 1626-1630 (1970).

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