US4089757A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Electrochemical oxidation of alkoxy-substituted aromatic compounds
Assignee: Honeywell UOP LLC
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Filing: 1977-09-27
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Granted: 1978-05-16
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Expires: 1997-09-27
Abstract
Abstract The electrochemical oxidation of alkoxy-substituted aromatic compounds may be effected by treating the aromatic compound with propionic acid in the presence of a phase transfer agent, said reaction being effected in an electrochemical cell. In the present invention the position isomer which comprises the para compound is prepared in a favorable ratio over the ortho isomer by treating a substituted aromatic compound such as anisole with propionic acid in an electrochemical cell whereby the desired oxidized product is recovered on the anode.
Inventors
- 👤 Mark A. Halter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 18:38
CPC Classifications
C; C25; C25B; C25B3/00; C25B3/20; C25B3/23; C25B3/01; C25B3/07
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
72 words
In a process for the electrochemical oxidation of an alkoxy-substituted aromatic compound, the improvement which comprises effecting said electrochemical oxidation in an electrochemical cell in the presence of propionic acid, an alkali metal or alkaline earth metal salt thereof and a phase transfer agent comprising a symmetrical or asymmetrical tetraalkylnitrogen or phosphonium-based salt containing from 1 to about 20 carbon atoms in the chain, and recovering the resultant acetoxylated alkoxy-substituted aromatic compound.
Claim 2
Dependent Claim
72 words
In a process for the electrochemical oxidation of an alkoxy-substituted aromatic compound, the improvement which comprises effecting said electrochemical oxidation in an electrochemical cell in the presence of propionic acid, an alkali metal or alkaline earth metal salt thereof and a phase transfer agent comprising a symmetrical or asymmetrical tetraalkylnitrogen or phosphonium-based salt containing from 1 to about 20 carbon atoms in the chain, and recovering the resultant acetoxylated alkoxy-substituted aromatic compound.
Claim 3
Dependent Claim
17 words
The process as set forth in claim 1 in which said transfer agent is a tetraalkylammonium salt.
Claim 4
Dependent Claim
15 words
The process as set forth in claim 2 in which said salt is tetrapropylammonium hydroxide.
Claim 5
Dependent Claim
15 words
The process as set forth in claim 2 in which said salt is dodecyltrimethylammonium chloride.
Claim 6
Dependent Claim
15 words
The process as set forth in claim 2 in which said salt is tetra-t-butylammonium sulfate.
Claim 7
Dependent Claim
17 words
The process as set forth in claim 1 in which said transfer agent is a tetraalkylphosphonium salt.
Claim 8
Dependent Claim
15 words
The process as set forth in claim 6 in which said salt is tetraethylphosphonium chloride.
Claim 9
Dependent Claim
15 words
The process as set forth in claim 6 in which said salt is diethyldi-t-butylphosphonium sulfate.
Claim 10
Dependent Claim
51 words
The process as set forth in claim 1 in which said electrochemical oxidation is effected utilizing electrical energy which includes a voltage in the range of from about 2 to about 20 volts and a current density in the range of from about 20 to about 200 milliamps per square centimeter.
Claim 11
Dependent Claim
16 words
The process as set forth in claim 1 being effected at ambient temperature and atmospheric pressure.
Claim 12
Dependent Claim
17 words
The process as set forth in claim 1 in which said alkali metal salt is sodium propionate.
Claim 13
Dependent Claim
17 words
The process as set forth in claim 1 in which said alkali metal salt is potassium propionate.
Claim 14
Dependent Claim
23 words
The process as set forth in claim 1 in which said alkoxy-substituted aromatic compound is anisole and said acetoxylated alkoxy-substituted compound is propoxyanisole.
References Cited (Backward Citations)
US4046652A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-05-15 | 1981-11-14 | 1982-05-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-05-15 | 1985-11-14 | 1986-05-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-05-15 | 1989-11-14 | 1990-05-16 | $7700.00 | Window Closed / Lapsed |