Cycloheptenols and their derivatives, methods of making thereof,

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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562510, 568671, 568821, 549518, 549543, 549544, 512 8, C07C 6902, C07C 3520, A61K 746

Patent

active

058921044

ABSTRACT:
This invention relates to a compound having the formula I: ##STR1## wherein n is an integer of from 0 to 1; when n is 1, one of dashed lines a and b is a single bond and the other of dashed lines a and b is a double bond, dashed line c is not present, and dashed line d is a single bond; when n is 0, dashed lines a, b, c and d are single bonds or one of dashed lines a and b is a single bond and the other of dashed lines a and b is a double bond, dashed line c is not present, and dashed line d is a double bond; R.sub.1, R.sub.2 and R.sub.3 are, independently, lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.6 ; and R.sub.4 is hydrogen, lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.5, or C(O)R.sub.5, wherein R.sub.5 is hydrogen or lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.4 ; wherein the sum of the carbon atoms in R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is less than or equal to eight carbon atoms. These compounds can be prepared by the cyclization of 1,1,3-trialkyl-1,6-heptadien-3-ols in the presence of an acid. The compounds of formula I are used as fragrance ingredients to confer, enhance, improve, or modify the aroma of a perfumery composition or an article.

REFERENCES:
patent: 3546279 (1970-12-01), Blumenthal
Tao, W et al `Study of cyclized hydration reaction of dimethyl-1,6-octadienes` CA: 127: 293414, 1997.
Hall, JB et al `Cyclization of dimethyl-1,6-octadienes` CA76: 140005, 1972.
Hall et al., Cyclization of Dimethyl-1,6-octadienes, J. Orgn. Chem, vol. 37, No. 6, 1972, pp. 920-922.

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