GB1076455A - Improvements in and relating to the co-oxidation of cyclohexane and aldehydes - Google Patents
Improvements in and relating to the co-oxidation of cyclohexane and aldehydesInfo
- Publication number
- GB1076455A GB1076455A GB5068163A GB5068163A GB1076455A GB 1076455 A GB1076455 A GB 1076455A GB 5068163 A GB5068163 A GB 5068163A GB 5068163 A GB5068163 A GB 5068163A GB 1076455 A GB1076455 A GB 1076455A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aldehyde
- cyclohexane
- butyraldehyde
- liquid phase
- temperature
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D315/00—Heterocyclic compounds containing rings having one oxygen atom as the only ring hetero atom according to more than one of groups C07D303/00 - C07D313/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/23—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
- C07C51/235—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
- C07C51/313—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with molecular oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Monocarboxylic acids, adipic acid and epsilon caprolactone are produced by co-oxidizing cyclohexane and an aldehyde in the liquid phase in the presence of a gas containing molecular oxygen at a temperature above 45 DEG C. under such conditions that the molar ratio of aldehyde to cyclohexane in the reaction mixture at any instant does not exceed 1:10. Suitable aldehydes are, for example, iso-butyraldehyde, adipaldehyde, benzaldehyde and tolualdehyde and, particularly, acetaldehyde, propionaldehyde and n-butyraldehyde. The reaction temperature is preferably in the range 75-135 DEG C. and the pressure should be sufficient to maintain the cyclohexane and the aldehyde in the liquid phase. A liquid diluent may be present, e.g. an aliphatic carboxylic acid or ester or a ketone,if the aldehyde used is volatile. If the temperature used is below 85 DEG C. it is desirable that a catalyst should be present. The preferred catalysts are those containing one or more transition metals and may be salts of organic acids. Products of the process other than those referred to above, may be recycled.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5068163A GB1076455A (en) | 1963-12-23 | 1963-12-23 | Improvements in and relating to the co-oxidation of cyclohexane and aldehydes |
| DE19641468121 DE1468121A1 (en) | 1963-12-23 | 1964-12-22 | Process for the production of adipic acid and / or epsilon-caprolactone |
| FR999817A FR1435844A (en) | 1963-12-23 | 1964-12-23 | Manufacturing process of oxygenated organic compounds |
| NL6415031A NL6415031A (en) | 1963-12-23 | 1964-12-23 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5068163A GB1076455A (en) | 1963-12-23 | 1963-12-23 | Improvements in and relating to the co-oxidation of cyclohexane and aldehydes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1076455A true GB1076455A (en) | 1967-07-19 |
Family
ID=10456922
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5068163A Expired GB1076455A (en) | 1963-12-23 | 1963-12-23 | Improvements in and relating to the co-oxidation of cyclohexane and aldehydes |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1468121A1 (en) |
| GB (1) | GB1076455A (en) |
| NL (1) | NL6415031A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3904675A (en) * | 1972-03-08 | 1975-09-09 | Union Carbide Corp | Non-catalytic liquid phase oxidation of butane |
-
1963
- 1963-12-23 GB GB5068163A patent/GB1076455A/en not_active Expired
-
1964
- 1964-12-22 DE DE19641468121 patent/DE1468121A1/en active Pending
- 1964-12-23 NL NL6415031A patent/NL6415031A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3904675A (en) * | 1972-03-08 | 1975-09-09 | Union Carbide Corp | Non-catalytic liquid phase oxidation of butane |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1468121A1 (en) | 1969-01-30 |
| NL6415031A (en) | 1965-06-24 |
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