US3894088A
Expired / Lapsed
US
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1-Isopropenyl-spiro{8 4,5{9 dec-6-en-8-ones and a process for producing them
Assignee: Givaudan Roure Corp
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Filing: 1973-11-07
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Granted: 1975-07-08
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Expires: 1993-11-07
Abstract
Abstract Novel spiro compounds, a process for making them and odorant compositions containing the novel compounds are disclosed.
Inventors
- 👤 Peter Naegeli
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 02:18
CPC Classifications
C; C07; C07C; C07C49/00; C07C49/587; C07C49/647; C07C49/653; C07C45/00; C07C45/61; C07C45/67; C11; C11B; C11B9/00; C11B9/0042; C11B9/0046; C11B9/0057
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
6 words
SOIRO COMPOUNDS OF THE GENERAL FORMULA
Claim 2
Dependent Claim
6 words
SOIRO COMPOUNDS OF THE GENERAL FORMULA
Claim 3
Dependent Claim
1 words
1-Isopropenyl-4-methyl-spiro(4,5)dec-6-en-8-one.
Claim 4
Dependent Claim
1 words
1-Isopropenyl-4-methyl-spiro(4,5)dec-6-en-8-one.
Claim 5
Dependent Claim
1 words
1-Isopropenyl-4,9-dimethyl-spiro(4,5)dec-6-en-8-one.
Claim 6
Dependent Claim
1 words
1-Isopropenyl-4,9-dimethyl-spiro(4,5)dec-6-en-8-one.
Claim 7
Dependent Claim
96 words
A PROCESS FOR THE MANUFACTURE OF THE SPIRO COMPOUNDS CLAIMED IN CLAIM 1, WHICH PROCESS COMPRISES CYCLISING A CYCLOPENTENE DERIVATIVE OF THE GENERAL FORMULA 1-(CH2=C(-R2)-CO-CH(-R1)-CH2-),2-(CH3-),5-(CH2=C(-CH3)-)1-CYCLOPENTENE WHEREIN R1 AND R2 HAVE THE SIGNIFICANCE GIVEN IN CLAIM 1, IN AN ORGANIC SOLVENT IN THE PRESENCE OF A LEWIS ACID, SAID ORGANIC SOLVENT BEING A MEMBER SELECTED FROM THE GROUP CONSISTING OF DIXANE, DIETHYL ETHER, BENZENE, TOLUENE AND NITROMETHETHANE, SAID LEWIS ACID BEINF A MEMBER SELECTED FROM THE GROUP CONSITING OF TIN TETRACHLORIDE AND TITANIUM TETRACHLORIDE AND THE REACTION BEING CONDUCTED WITHIN THE RANGE FROM ABOUT -40*C TO REFLUX.
Claim 8
Dependent Claim
18 words
A process according to claim 4, wherein tin tetrachloride or titanium tetrachloride is used as the Lewis acid.
Claim 9
Dependent Claim
38 words
A process which comprises reacting 3-isopropenyl-1-methyl-2-(3-oxo-4-pentenyl)-1-cyclopentene dissolved in a mixture of benzene and ethyl ether in the presence of tin tetrachloride at a temperature within the range from about 0*C. to ambient room temperature to form 1-isopropenyl-4-methyl-spiro( 4,5)dec-6-en-8-one.
Claim 10
Dependent Claim
38 words
A process which comprises reacting 3-isopropenyl-1-methyl-2-(3-oxo-4-pentenyl)-1-cyclopentene dissolved in a mixture of benzene and ethyl ether in the presence of tin tetrachloride at a temperature within the range from about 0*C. to ambient room temperature to form 1-isopropenyl-4-methyl-spiro( 4,5)dec-6-en-8-one.
Claim 11
Dependent Claim
38 words
A process which comprises reacting 3-isopropenyl-1-methyl-2-(2,4-dimethyl-3-oxo-4-pentenyl)-1-cyclopentene dissolved in a mixture of nitromethane and ethyl ether in the presence of titanium tetrachloride at a temperature within the range from about -15* to - 25*C. to form 1-isopropenyl-4,7,9-trimethyl-spiro( 4,5) dec-3-en-8-one.
Claim 12
Dependent Claim
38 words
A process which comprises reacting 3-isopropenyl-1-methyl-2-(2,4-dimethyl-3-oxo-4-pentenyl)-1-cyclopentene dissolved in a mixture of nitromethane and ethyl ether in the presence of titanium tetrachloride at a temperature within the range from about -15* to - 25*C. to form 1-isopropenyl-4,7,9-trimethyl-spiro( 4,5) dec-3-en-8-one.
Claim 13
Dependent Claim
44 words
A process which comprises reacting 3-isopropenyl-1-methyl-2-(4-methyl-3-oxo-4-pentenyl)-1-cyclopentene dissolved in a mixture of nitromethane and ethyl ether in the presence of titanium tetrachloride at a temperature within the range from about -15* to -25*C. to form a mixture of 1-isopropenyl-4,7-dimethyl-spiro( 4,5) dec-3-en-8-one and 1-isopropenyl-7-methyl-4-methylene-spiro( 4,5) decan-8-one.
Claim 14
Dependent Claim
44 words
A process which comprises reacting 3-isopropenyl-1-methyl-2-(4-methyl-3-oxo-4-pentenyl)-1-cyclopentene dissolved in a mixture of nitromethane and ethyl ether in the presence of titanium tetrachloride at a temperature within the range from about -15* to -25*C. to form a mixture of 1-isopropenyl-4,7-dimethyl-spiro( 4,5) dec-3-en-8-one and 1-isopropenyl-7-methyl-4-methylene-spiro( 4,5) decan-8-one.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-07-07 | 1979-01-06 | 1979-07-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-07-07 | 1983-01-06 | 1983-07-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-07-07 | 1987-01-06 | 1987-07-08 | $7700.00 | Window Closed / Lapsed |