US3862200A
Expired / Lapsed
US
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Organoaluminum compounds and their preparation
Assignee: Ethyl Corp
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Filing: 1973-11-02
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Granted: 1975-01-21
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Expires: 1993-11-02
Abstract
Abstract Organoaluminum compounds possessing a vinylic aluminaazacyclopentene moiety are described. They are prepared by reacting a nonionic organoaluminum compound possessing an aluminacyclopenetene moiety with a nitrile in the presence of a stable Lewis base. The compound possessing the vinylic aluminaazacyclopentene moiety yield on hydrolysis olefinically unsaturated ketimines or ketones depending upon the conditions used in effecting the hydrolysis. Oxidation of the moiety followed by hydrolysis yields olefinically unsaturated ketones having a hydroxyl group in the beta position relative to the keto group.
Inventors
- 👤 Jr Lawrence H Shepherd
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 22:56
CPC Classifications
C; C07; C07C; C07C403/00; C07C403/14; C07C403/16; C07C403/02; C07C45/00; C07C45/42; C07C45/51; C07C45/516; C07C45/56; C07C45/562; C07F; C07F5/00; C07F5/06; C07F5/061; C07F5/066; C07C2601/00; C07C2601/12; C07C2601/16
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
36 words
An organoaluminum compound possessing a 4-vinylic(1-alumina-2-azacyclopent-2-ene) moiety having a carbon-bonded substituent in the 3 position, the moiety being attached by means of an aluminum-carbon bond to a hydrocarbon group having up to about 18 carbon atoms.
Claim 2
Dependent Claim
36 words
An organoaluminum compound possessing a 4-vinylic(1-alumina-2-azacyclopent-2-ene) moiety having a carbon-bonded substituent in the 3 position, the moiety being attached by means of an aluminum-carbon bond to a hydrocarbon group having up to about 18 carbon atoms.
Claim 3
Dependent Claim
42 words
A compound according to claim 1 wherein the vinylic substituent in the 4 position of said moiety is the vinyl group and the substituent in the 3 position of said moiety is a hydrocarbyl substituent having up to about 18 carbon atoms.
Claim 4
Dependent Claim
42 words
A compound according to claim 1 wherein the vinylic substituent in the 4 position of said moiety is the isopropenyl group and the substituent in the 3 position of said moiety is a hydrocarbyl substituent having up to about 18 carbon atoms.
Claim 5
Dependent Claim
42 words
A compound according to claim 1 wherein the vinylic substituent in the 4 position of said moiety is the 1-ethylvinyl group and the substituent in the 3 position of said moiety is a hydrocarbyl substituent having up to about 18 carbon atoms.
Claim 6
Dependent Claim
53 words
A compound according to claim 1 wherein the vinylic substituent in the 4 position of said moiety is the isopropenyl group, the 4 position of said moiety also carries a methyl group, and the substituent in the 3 position of said moiety is a hydrocarbyl substituent having up to about 18 carbon atoms.
Claim 7
Dependent Claim
42 words
A compound according to claim 1 wherein the vinylic substituent in the 4 position of said moiety is the 1-(4-methylpent-3-enyl)vinyl group and the substituent in the 3 position of said moiety is a hydrocarbyl substituent having up to about 18 carbon atoms.
Claim 8
Dependent Claim
11 words
A compound according to claim 1 complexed with a Lewis base.
Claim 9
Dependent Claim
14 words
A compound according to claim 1 complexed with an ether or a tertiary amine.
Claim 10
Dependent Claim
13 words
A compound according to claim 9 wherein R is a lower alkyl group.
Claim 11
Dependent Claim
15 words
A compound according to claim 9 wherein R3 contains up to about 18 carbon atoms.
Claim 12
Dependent Claim
23 words
A compound according to claim 9 wherein R is a lower alkyl group and R3 is an alkyl, cycloalkyl, aralkyl or aryl group.
Claim 13
Dependent Claim
11 words
A compound according to claim 9 complexed with a Lewis base.
Claim 14
Dependent Claim
31 words
A compound according to claim 9 complexed with a tertiary amine, a dialkyl ether, a cycloparaffinic monoether having a six-membered ring or a cycloparaffinic diether having a five- or six-membered ring.
Claim 15
Dependent Claim
9 words
A compound according to claim 9 complexed with 1,4-dioxane.
Claim 16
Dependent Claim
11 words
A composition according to claim 9 wherein the compound is 4-isopropenyl-1-isobutyl-3-phenyl-(1-alumina-2-azacyclopent-2-ene).
Claim 17
Dependent Claim
78 words
A process of preparing an organoaluminum compound possessing a 4-vinylic-(1-alumina-2-azacyclopent-2-ene) moiety which comprises reacting (i) a nonionic organoaluminum compound possessing an aluminacyclopent-3-ene moiety, the moiety being attached by means of an aluminum-carbon bond to a hydrocarbon group which optionally may be substituted with no more than one additional so-bonded aluminacYclopent-3-ene moiety with (ii) a nitrile coreactive with said moiety so that a 1:1 addition occurs therebetween, the reaction being conducted in the presence of a stable Lewis base.
Claim 18
Dependent Claim
78 words
A process of preparing an organoaluminum compound possessing a 4-vinylic-(1-alumina-2-azacyclopent-2-ene) moiety which comprises reacting (i) a nonionic organoaluminum compound possessing an aluminacyclopent-3-ene moiety, the moiety being attached by means of an aluminum-carbon bond to a hydrocarbon group which optionally may be substituted with no more than one additional so-bonded aluminacYclopent-3-ene moiety with (ii) a nitrile coreactive with said moiety so that a 1:1 addition occurs therebetween, the reaction being conducted in the presence of a stable Lewis base.
Claim 19
Dependent Claim
16 words
The process of claim 17 wherein the Lewis base is an ether or a tertiary amine.
Claim 20
Dependent Claim
33 words
The process of claim 17 wherein the Lewis base is a tertiary amine, a dialkyl ether, a cycloparaffinic monoether having a six-membered ring, or a cycloparaffinic diether having a five- or six-membered ring.
Claim 21
Dependent Claim
12 words
The process of claim 17 wherein the aluminacyclopent-3-ene moiety has the formula
Claim 22
Dependent Claim
29 words
A PROCESS OF PREPARING AN ORGANOALUMINUM COMPOUND POSSESSING A 4-VINYLIC-(1-ALUMINA-2-ENE) MOIETY WHICH COMPRISES REACTING IN AN ETHER REACTION MEDIUM A HYDROCARBYL MONOITRILE AND AN ORGANOALUMINUM COMPOUND OF THE FORMULA
Claim 23
Dependent Claim
29 words
A PROCESS OF PREPARING AN ORGANOALUMINUM COMPOUND POSSESSING A 4-VINYLIC-(1-ALUMINA-2-ENE) MOIETY WHICH COMPRISES REACTING IN AN ETHER REACTION MEDIUM A HYDROCARBYL MONOITRILE AND AN ORGANOALUMINUM COMPOUND OF THE FORMULA
Claim 24
Dependent Claim
12 words
The process of claim 21 wherein R is a lower alkyl group.
Claim 25
Dependent Claim
39 words
The process of claim 21 wherein R is a lower alkyl group and the ether reaction medium is at least one dialkyl ether or cycloparaffinic monoether having a six-membered ring or cycloparaffinic diether having a five- or six-membered ring.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-01-20 | 1978-07-22 | 1979-01-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-01-20 | 1982-07-22 | 1983-01-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-01-20 | 1986-07-22 | 1987-01-21 | $7700.00 | Window Closed / Lapsed |