Ethyl campholenates and dihydro derivatives thereof as flavorants and odorants

• US 5,164,364 A
• Filed: 07/02/1991
• Issued: 11/17/1992
• Est. Priority Date: 09/30/1986
• Status: Expired due to Fees

• Current Assignee: Givaudan Corp. (Givaudan SA)
• Original Assignee: Givaudan Corp. (Givaudan SA)
• Inventors: Rohr, Martin, Flynn, Cormack
• Primary Examiner(s): Reamer, James H.
• Application Number:
  US07/724,656
• Time in Patent Office: 504 Days
• Field of Search: 512/8
• US Class Current: 512/8
• CPC Class Codes: A24B 15/34 containing a carbocyclic ring other than a six-membered aromatic ring
• CPC Class Codes: C07C 69/608 Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a ring other than a six-membered aromatic ring in the acid moiety

Abstract

The ethyl esters of β- and γ-campholenic acids and of γ-campholenic acid in admixture with α-campholenic acid and the ethyl esters of the corresponding dihydro derivatives have organoleptic properties which make them useful for preparing fragrances and flavors.

Claims

1. A fragrance composition comprising an olfactorily effective amount of 2,3,3-trimethyl-1-cyclopentene-1-acetic acid ethyl ester and at least one other olfactory agent.

2. A fragrance composition comprising an olfactorily effective amount of 2,3,3-trimethylcyclopentane-1-acetic acid ethyl ester and at least one other olfactory agent.

3. A fragrance composition comprising an olfactorily effective amount of a mixture consisting essentially of compounds of the formulas ##STR6## wherein:

δ and

μ

designate optional bonds represented by the dotted lines with the proviso that the two optional bonds represented by the dotted lines are both present or are both not present, and,

said mixture comprises at least 40% of said compound of formula Ia,

and at least one other olfactory agent.

4. A composition according to claim 3 wherein the compound of formula Ia is 2,2,4-trimethyl-3-cyclopentene-1-acetic acid ethyl ester and the compound of formula II is 2,2,3-trimethyl-3-cyclopentene-1-acetic acid ethyl ester.

5. A method for improving the odor of a fragrance composition which comprises adding thereto an olfactorily effective amount of 2,3,3-trimethyl-1-cyclopentene-1-acetic acid ethyl ester.

6. A method for improving the odor of a fragrance composition which comprises adding thereto an olfactorily effective amount of 2,3,3-trimethylcyclopentane-1-acetic acid ethyl ester.

7. A method for improving the odor of a fragrance composition which comprises adding thereto an olfactorily effective amount of a mixture consisting essentially of compounds of the formulas ##STR7## wherein:

δ and

μ

designate optional bonds represented by the dotted lines with the provisio that the two optional bonds represented by the dotted lines are both present or are both not present, and,

said mixture comprises at least 40% of said compound of formula Ia.

8. A method according to claim 7 wherein the compound of formula Ia is 2,2,4-trimethyl-3-cyclopentene-1-acetic acid ethyl ester and the compound of formula II is 2,2,3-trimethyl-3-cyclopentene-1-acetic acid ethyl ester.