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US3852358A
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Processes for reacting di-substituted dienophiles with cyclopentadiene
Assignee: International Flavors and Fragrances Inc
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Filing: 1972-12-07
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Granted: 1974-12-03
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Expires: 1992-12-07
Abstract
Abstract Processes for reacting a di-substituted dienophile having the formula: WHEREIN R1 and R4 are alkyl groups, and one of R2 and R3 is an alkyl group and the other is hydrogen, with cyclopentadiene in the presence of Lewis acid halide catalysts to produce cycloalkenyl derivatives.
Inventors
- 👤 J Hall
- 👤 J Sanders
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 12:39
CPC Classifications
C; C07; C07C; C07C45/00; C07C45/61; C07C45/67; C07C45/68; C07C45/69
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
17 words
A PROCESS FOR PRODUCING CYCLIC DERIVATIVES WHICH COMPRISES REACTING CYCLOPENTADIENE WITH A SUBSTITUTED DIENOPHILE HAVING THE FORMULA
Claim 2
Dependent Claim
17 words
A PROCESS FOR PRODUCING CYCLIC DERIVATIVES WHICH COMPRISES REACTING CYCLOPENTADIENE WITH A SUBSTITUTED DIENOPHILE HAVING THE FORMULA
Claim 3
Dependent Claim
23 words
A process according to claim 1 wherein the reaction vehicle is a halogenated aliphatic hydrocarbon or a halogenated or alkylated mononuclear aryl compound.
Claim 4
Dependent Claim
16 words
A process according to claim 1 wherein the cyclic derivative is recovered from the reaction mixture.
Claim 5
Dependent Claim
14 words
A process according to claim 1 wherein the alkyl groups are methyl or ethyl.
Claim 6
Dependent Claim
17 words
A process according to claim 1 wherein R1, R2, and R4 are methyl, and R3 is hydrogen.
Claim 7
Dependent Claim
17 words
A process according to claim 1 wherein R1, R3, and R4 are methyl, and R2 is hydrogen.
Claim 8
Dependent Claim
16 words
A process according to claim 1 wherein the temperature is from about 15*C to about 30*C.
Claim 9
Dependent Claim
19 words
A process according to claim 1 wherein the pressure at which the reaction is carried out is substantially atmospheric.
Claim 10
Dependent Claim
24 words
A process according to claim 1 wherein the amount of catalyst ranges from about 0.02 to about 0.05 moles for each mole of cyclopentadiene.
Claim 11
Dependent Claim
20 words
A process according to claim 1 wherein the reaction is carried out for from about one to about ten hours.
Claim 12
Dependent Claim
45 words
A process according to claim 1 wherein the cyclic derivative is isomerized by treatment with an alkali metal alkoxide having from one to about three carbon atoms in an alcoholic reaction vehicle which is a lower alkanol having from one to about three carbon atoms.
Claim 13
Dependent Claim
17 words
A process according to claim 11 wherein the alkoxide is sodium methylate and the alcohol is methanol.
References Cited (Backward Citations)
US2407508A
Cited
US2957906A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1977-12-02 | 1978-06-03 | 1978-12-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1981-12-02 | 1982-06-03 | 1982-12-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1985-12-02 | 1986-06-03 | 1986-12-03 | $7700.00 | Window Closed / Lapsed |