US4175089A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of gamma-butyrolactones
Assignee: Mobil Oil AS
•
Filing: 1973-02-28
•
Granted: 1979-11-20
•
Expires: 1993-02-28
Abstract
Abstract Gamma-butyrolactones are formed by reacting an olefin with a compound containing a carboxylate moiety having at least one hydrogen atom on the alpha carbon atom in the presence of an ion of manganese, cerium, or vanadium, the ion being in a valency state higher than its lowest valency state.
Inventors
- 👤 El Ahmadi I. Heiba
- 👤 Ralph M. Dessau
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 02:52
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/26; C07D307/30; C07D307/32; C07D307/33; C07D307/77; C07D307/78; C07D307/82; C07D307/83; C07D307/93; C07D315/00; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/655; C07F9/65515; C10; C10M; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/08; C10M2215/082; C10M2215/16; C10M2215/24; C10M2215/26; C10M2215/28; C10M2217/00; C10M2217/04; C10M2217/042; C10M2217/043; C10M2217/046; C10M2217/06; C10M2219/00; C10M2219/08; C10M2219/082; C10M2219/09; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/047
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
152 words
A method for the production of a gamma-butyrolactone comprising the step of reacting, at a temperature between 20° C. and 250° C.: an olefin selected from the group consisting of acyclic monoolefins having 2 to 92 carbon atoms, acyclic diolefins having 3 to 8 carbon atoms, cyclic monoolefins having 5 to 8 carbon atoms and cyclic diolefins having 5 to 8 carbon atoms; an acid having the formula ##STR46## wherein one or both of the R's are selected from the group consisting of hydrogen, straight or branched chain alkyl or alkenyl group having one to ten carbon atoms, cyano and alkyl carboxy having the formula ##STR47## wherein R" is hydrogen or CH 3 and n has a value of one to six; and at least two equivalents per mole of said olefin of an ion of manganese or cerium, the ion being in a valency state higher than its lowest valency state.
Claim 2
Independent Claim
152 words
A method for the production of a gamma-butyrolactone comprising the step of reacting, at a temperature between 20° C. and 250° C.: an olefin selected from the group consisting of acyclic monoolefins having 2 to 92 carbon atoms, acyclic diolefins having 3 to 8 carbon atoms, cyclic monoolefins having 5 to 8 carbon atoms and cyclic diolefins having 5 to 8 carbon atoms; an acid having the formula ##STR46## wherein one or both of the R's are selected from the group consisting of hydrogen, straight or branched chain alkyl or alkenyl group having one to ten carbon atoms, cyano and alkyl carboxy having the formula ##STR47## wherein R" is hydrogen or CH 3 and n has a value of one to six; and at least two equivalents per mole of said olefin of an ion of manganese or cerium, the ion being in a valency state higher than its lowest valency state.
Claim 3
Dependent Claim
25 words
The method of claim 1 wherein said olefin is an acyclic monoolefin having from 2 to 92 carbon atoms and said acid is acetic acid.
Claim 4
Dependent Claim
18 words
The method of claim 1 wherein said step of reaction is conducted in the presence of potassium acetate.
Claim 5
Dependent Claim
23 words
The method of claim 1 wherein said ion in a valency state higher than its lowest valency state is an ion of manganese.
Claim 6
Dependent Claim
17 words
The method of claim 4 wherein said ion of manganese is in a valency state of +3.
Claim 7
Dependent Claim
20 words
The method of claim 4 wherein said ion of manganese is provided by manganic acetate, manganese dioxide or potassium permanganate.
Claim 8
Dependent Claim
26 words
The method of claim 1 wherein said ion in a valency state higher than its lowest valency state is cerium in a valency state of four.
Claim 9
Dependent Claim
27 words
The method of claim 1 wherein said olefin is an acyclic diolefin having 3 to 8 carbon atoms and said acid is acetic acid or cyanoacetic acid.
Claim 10
Dependent Claim
11 words
The method of claim 8 wherein the acyclic diolefin is isoprene.
Claim 11
Dependent Claim
11 words
The method of claim 8 wherein the acyclic diolefin is 2,5-dimethylhexadiene-1,5.
Claim 12
Dependent Claim
11 words
The method of claim 8 wherein the acyclic diolefin is butadiene.
Claim 13
Dependent Claim
18 words
The method of claim 1 wherein said olefin is an acyclic monoolefin having 2 to 10 carbon atoms.
Claim 14
Dependent Claim
13 words
The method of claim 1 wherein said olefin is styrene, α-methylstyrene or beta-methyl-styrene.
Claim 15
Dependent Claim
18 words
The method of claim 1 wherein said olefin is a hydrocarbon olefin and said acid is acetic acid.
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) | 1982-11-19 | 1983-05-21 | 1983-11-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-11-19 | 1987-05-21 | 1987-11-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-11-19 | 1991-05-21 | 1991-11-20 | $7700.00 | Window Closed / Lapsed |