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US4117242A
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Suppression of side reactions in catalytic hydrogenation of diesters
Assignee: Phillips Petroleum Co
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Filing: 1976-07-26
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Granted: 1978-09-26
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Expires: 1996-07-26
Abstract
Abstract A process is provided for hydrogenation of unsaturated diesters produced by the reaction of conjugated diolefin and monocarboxylic acid in which the diester is contacted with hydrogen in the presence of a noble metal and a monoamine. The presence of the monoamine suppresses hydrogenolysis of the diester to monoester. In a preferred embodiment 1,4-diacetoxy-2-butene is hydrogenated in the presence of a palladium catalyst and a monoamine selected from methylamine, n-butylamine, triethylamine, tripropylamine, quinoline, and toluidine.
Inventors
- 👤 George B. Fozzard
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 15:25
CPC Classifications
C; C07; C07C; C07C67/00; C07C67/28; C07C67/283; C07C67/04; C07C67/05
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
91 words
In a process for hydrogenation in which a reaction mixture comprising hydrogen and an unsaturated diester produced by reaction of hydrocarbon conjugated diolefin chosen from among straight chain and cyclic dienes having 4-8 carbon atoms and monocarboxylic acid chosen from among those defined by the formula RCOOH wherein R is an alkyl group having 1-10 carbon atoms is contacted in the presence of a noble metal catalyst the improvement of contacting said reaction mixture with said catalyst in the presence of a monoamine thereby suppressing hydrogenolysis of said diester to monoester.
Claim 2
Dependent Claim
91 words
In a process for hydrogenation in which a reaction mixture comprising hydrogen and an unsaturated diester produced by reaction of hydrocarbon conjugated diolefin chosen from among straight chain and cyclic dienes having 4-8 carbon atoms and monocarboxylic acid chosen from among those defined by the formula RCOOH wherein R is an alkyl group having 1-10 carbon atoms is contacted in the presence of a noble metal catalyst the improvement of contacting said reaction mixture with said catalyst in the presence of a monoamine thereby suppressing hydrogenolysis of said diester to monoester.
Claim 3
Dependent Claim
19 words
A process of claim 1 wherein the contacting is in the presence of a solvent inert to said hydrogenation.
Claim 4
Dependent Claim
38 words
A process of claim 1 wherein the contacting is carried out under conditions of temperature in the range of about 0° to about 100° C and pressure in the range of about 10.1 kPa to about 10132 kPa.
Claim 5
Dependent Claim
12 words
A process of claim 1 wherein said monoamine is a tertiary amine.
Claim 6
Dependent Claim
18 words
A process of claim 1 wherein said monoamine is chosen from methylamine, n-butylamine, triethylamine, tripropylamine, quinoline, and toluidine.
Claim 7
Dependent Claim
11 words
A process of claim 5 wherein said unsaturated diester is 1,4-diacetoxy-2-butene.
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) | 1981-09-25 | 1982-03-27 | 1982-09-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-25 | 1986-03-27 | 1986-09-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-25 | 1990-03-27 | 1990-09-26 | $7700.00 | Window Closed / Lapsed |