Camphonyl spirocyclooxaoctane-containing compositions, organoleptic uses thereof and process for preparing same

Claim 2

A camphonyl spirocyclooxaoctane composition comprising at least one of the compounds defined according to a structure selected from the group consisting of: ##STR213## wherein R 1 , R 2 , R 3 ' and R 3 " each represents hydrogen or methyl and R 4 ' represents hydrogen or C 1 -C 5 alkyl with the provisos: (i) at least one of R 3 ' and R 3 " is hydrogen; and (ii) when R 1 or R 2 is methyl then each of R 3 ' and R 3 " is hydrogen.

Claim 3

The composition of claim 1 having admixed therewith at least one cyclopentenyl oxabicyclooxaoctane defined according to a structure selected from the group consisting of: ##STR214## wherein R 1 , R 2 , R 3 ' and R 3 " each represents hydrogen or methyl and R 4 ' represents hydrogen or C 1 -C 5 alkyl with the provisos: (i) one or two of R 1 , R 2 , R 3 ' and R 3 " represents methyl; (ii) R 1 and/or R 2 each represents methyl; (iii) at least one or R 3 ' and R 3 " is hydrogen; and (iv) when R 1 or R 2 methyl then each of R 3 ' and R 3 " is hydrogen.

Claim 4

The composition of claim 1 which is the mixture of compounds having the structures: ##STR215##

Claim 5

The composition of claim 2 containing a mixture of compounds having the structures: ##STR216##

Claim 6

A perfume composition comprising a perfume base and intimately admixed therewith, an aroma imparting, augmenting or enhancing quantity of at least one of the compounds defined according to claim 1.

Claim 7

A perfume composition comprising a perfume base and intimately admixed therewith, an aroma imparting, augmenting or enhancing quantity of at least one of the compounds defined according to claim 2.

Claim 8

A perfumed article comprising a perfume article base and intimately admixed therewith, an aroma imparting, augmenting or enhancing quantity of at least one of the compositions of matter defined according to claim 1.

Claim 9

A perfumed article comprising a perfume article base and intimately admixed therewith, an aroma imparting, augmenting or enhancing quantity of at least one of the compositions of matter defined according to claim 2.

Claim 10

A perfumed polymer comprising a microporous polymer and intimately admixed therewith, an aroma augmenting, imparting or enhancing quantity of at least one composition of matter defined according to claim 1.

Claim 11

A perfumed polymer comprising a microporous polymer and intimately admixed therewith, an aroma augmenting, imparting or enhancing quantity of at least one composition of matter defined according to claim 2.

Claim 12

A process for augmenting or enhancing the aroma of a consumable material selected from the group consisting of perfume compositions, colognes and perfumed articles comprising the step of intimately admixing with a perfume composition, a cologne or a perfume article, an aroma imparting, augmenting or enhancing quantity of at least one composition of matter defined according to claim 1.

Claim 13

A process for augmenting or enhancing the aroma of a consumable material selected from the group consisting of perfume compositions, colognes and perfumed articles comprising the step of intimately admixing with a perfume composition, a cologne or a perfumed article, an aroma imparting, augmenting or enhancing quantity of at least one composition of matter defined according to claim 2.

Claim 14

A process for augmenting or enhancing the aroma of a consumable material selected from the group consisting of perfume compositions, colognes and perfumed articles comprising the step of intimately admixing with a perfume composition, a cologne or a perfumed article, an aroma imparting, augmenting or enhancing quantity of at least one composition of matter defined according to claim 4.

Claim 15

A process for augmenting or enhancing the aroma of a consumable material selected from the group consisting of perfume compositions, colognes and perfume articles comprising the step of intimately admixing with a perfume composition, a cologne or a perfume article, an aroma imparting, augmenting or enhancing quantity of at least one composition of matter defined according to claim 5.

Claim 16

A process for preparing a composition of matter defined according to a structure selected from the group consisting of: ##STR217## comprising the steps of: (i) carrying out the reaction: ##STR218## in the presence of a Lewis acid catalyst at -10° C. up to 30° C. or in the absence of a catalyst at a temperature less than 200° C.; (ii) then carrying out in the alternative the reaction: ##STR219## in the presence of an inert solvent and a hydride reducing agent or the reactions: ##STR220## (iii) isolating the resulting alcohol by distillation; (iv) then carrying out the reaction: ##STR221## wherein D is a sulfonic acid cyclization reagent, at a temperature of from 25° C. up to 150° C. in the presence of a polar solvent or a Lewis acid catalyst for a time of from 2 up to 20 hours with a concentration of reactant having the structure: ##STR222## being from about 1 mole per liter up to about 6 moles per liter and thereafter or simultaneously carrying out the reaction: ##STR223## wherein D' is a sulfonic acid cyclization reagent at a temperature of 25°-150° C. over a time period of from 2-20 hours wherein R 1 , R 2 , R 3 ' and R 3 " each represents hydrogen or methyl and R 4 is hydrogen or C 1 -C 5 alkyl with the provisos: (A) with regard to the components defined according to the structures: (i) one or two of R 1 , R 2 , R 3 ' and R 3 " represents methyl; (ii) R 1 and/or R 2 are methyl; (iii) at least one of R 3 ' and R 3 " is hydrogen; and (iv) when R 1 or R 2 is methyl then each of R 3 ' and R 3 " is hydrogen; and (B) with regard to the compounds defined according to the structures: ##STR224## (i) at least one of R 3 ' and R 3 " is hydrogen; and (ii) when R 1 and R 2 is methyl then each of R 3 ' and R 3 " is hydrogen and M represents lithium, MgBr or MgCl; and R 4 represents C 1 -C 5 alkyl.

Claim 17

A process for preparing a composition of matter defined according to a structure selected from the group consisting of: ##STR217## comprising the steps of: (i) carrying out the reaction: ##STR218## in the presence of a Lewis acid catalyst at -10° C. up to 30° C. or in the absence of a catalyst at a temperature less than 200° C.; (ii) then carrying out in the alternative the reaction: ##STR219## in the presence of an inert solvent and a hydride reducing agent or the reactions: ##STR220## (iii) isolating the resulting alcohol by distillation; (iv) then carrying out the reaction: ##STR221## wherein D is a sulfonic acid cyclization reagent, at a temperature of from 25° C. up to 150° C. in the presence of a polar solvent or a Lewis acid catalyst for a time of from 2 up to 20 hours with a concentration of reactant having the structure: ##STR222## being from about 1 mole per liter up to about 6 moles per liter and thereafter or simultaneously carrying out the reaction: ##STR223## wherein D' is a sulfonic acid cyclization reagent at a temperature of 25°-150° C. over a time period of from 2-20 hours wherein R 1 , R 2 , R 3 ' and R 3 " each represents hydrogen or methyl and R 4 is hydrogen or C 1 -C 5 alkyl with the provisos: (A) with regard to the components defined according to the structures: (i) one or two of R 1 , R 2 , R 3 ' and R 3 " represents methyl; (ii) R 1 and/or R 2 are methyl; (iii) at least one of R 3 ' and R 3 " is hydrogen; and (iv) when R 1 or R 2 is methyl then each of R 3 ' and R 3 " is hydrogen; and (B) with regard to the compounds defined according to the structures: ##STR224## (i) at least one of R 3 ' and R 3 " is hydrogen; and (ii) when R 1 and R 2 is methyl then each of R 3 ' and R 3 " is hydrogen and M represents lithium, MgBr or MgCl; and R 4 represents C 1 -C 5 alkyl.