Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Patent
1991-01-21
1993-03-23
Lone, Werren B.
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
568814, 568817, 56816, 512 20, C07C 3536, C07C 2900
Patent
active
051966131
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, 1, 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-ociahydronaphihalene (11a), alone or in admixture with a 1-halo-2-hydroxy-2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalene (11b), or reducing 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-octahydronaphihalene (111). The halohydrins 11 are prepared from 1,1,6-trimethyl-1,2,3,7,8,8a-hexahydronaphihalene, 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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