Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Patent
1990-06-06
1992-04-21
Lone, Werren B.
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
568814, 568816, 568817, C07C 3536, C07C 2900
Patent
active
051070375
ABSTRACT:
The invention concerns a novel process for the manufacture of 2-hydroxy-2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene, I, commonly known as .alpha.-ambrinol. ##STR1## The process comprises reducing either an 8-halo-2-hydroxy-2,5,5-trimethyl-2,3,4,4a,5,6,7,8-octahydronaphthalene (IIa), alone or in a mixture with a 1-halo-2-hydroxy-2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene (IIb), or reduced the 1,2-epoxide which can be formed therefrom, namely, 1,2-epoxy-2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octanhydronaphthalene (III). The halohydrins II are prepared from 1,1,6-trimethyl-1,2,3,7,8,8a-hexahydronaphthalene, IV.
The compounds of formulas II and III are novel and form part of the present invention. The formula III epoxide possesses valuable odorant properties and its use as an odorant also forms part of the invention.
REFERENCES:
patent: 4163866 (1979-08-01), Strickler
patent: 4341908 (1982-07-01), Willis et al.
E. T. Theimer, Ed., "Fragrance Chemistry, The Science of the Sense of Smell", Acad. Press., N.Y., 1982, pp. 551-554.
G. Ohloff, Chemie in unserer Zeit 5, (1971), pp. 114-124.
G. Buchi et al., J. Am. Chem. Soc., 78, (1956), pp. 2622-2625.
Givaudan Corporation
Lone Werren B.
Tavares Robert F.
Vag Linda A.
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