GB1086951A - Improvements in and relating to the production of oxygen-containing organic compounds - Google Patents
Improvements in and relating to the production of oxygen-containing organic compoundsInfo
- Publication number
- GB1086951A GB1086951A GB263764A GB263764A GB1086951A GB 1086951 A GB1086951 A GB 1086951A GB 263764 A GB263764 A GB 263764A GB 263764 A GB263764 A GB 263764A GB 1086951 A GB1086951 A GB 1086951A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aldehyde
- cyclohexanol
- catalyst
- reaction mixture
- metal compound
- 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
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/37—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
- C07C45/39—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups being a secondary hydroxyl group
-
- 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)
Abstract
Monocarboxylic acids, adipic acid and epsilon-caprolactone are made by co-oxidizing cyclohexanol and an aldehyde in the liquid phase with a gas containing molecular oxygen in the absence or presence of a catalyst comprising at least one transition metal compound in an amount of not more than 0.01% by weight metal compound based on cyclohexanol and under such conditions that the molar ratio of aldehyde to cyclohexanol in the reaction mixture at any instant does not exceed 1 : 10. Specified aldehydes are acetaldehyde, propionaldehyde, n- and iso-butyraldehyde, adipaldehyde, benzaldehyde and tolualdehydes. Up to 4 mol aldehyde per mol hexanol may be used, but the aldehyde is added gradually to the cyclohexanol to maintain the low concentration of aldehyde in the reaction mixture. It is preferred to operate at 45-135 DEG C. and to use a catalyst comprising a Co, Mn, Ni, V, Cr, Ti or Ru carboxylate. In the examples some glutaric and succinic acid and cyclohexanone are obtained as by-products.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB263764A GB1086951A (en) | 1964-01-21 | 1964-01-21 | Improvements in and relating to the production of oxygen-containing organic compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB263764A GB1086951A (en) | 1964-01-21 | 1964-01-21 | Improvements in and relating to the production of oxygen-containing organic compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1086951A true GB1086951A (en) | 1967-10-11 |
Family
ID=9743072
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB263764A Expired GB1086951A (en) | 1964-01-21 | 1964-01-21 | Improvements in and relating to the production of oxygen-containing organic compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1086951A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0870751A1 (en) * | 1997-04-10 | 1998-10-14 | RHODIA FIBER & RESIN INTERMEDIATES | Process for the oxidation of hydrocarbons, alcohols and/or ketons |
FR2791667A1 (en) * | 1999-03-30 | 2000-10-06 | Rhone Poulenc Fibres | Process for the direct oxidation of hydrocarbons to the corresponding carboxylic acids, alcohols or ketones by oxygen in the presence of soluble manganese and chromium catalysts |
CN115057998A (en) * | 2022-07-07 | 2022-09-16 | 武汉理工大学 | Method for joint production of epsilon-caprolactone and poly (butylene succinate) |
-
1964
- 1964-01-21 GB GB263764A patent/GB1086951A/en not_active Expired
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0870751A1 (en) * | 1997-04-10 | 1998-10-14 | RHODIA FIBER & RESIN INTERMEDIATES | Process for the oxidation of hydrocarbons, alcohols and/or ketons |
FR2761984A1 (en) * | 1997-04-10 | 1998-10-16 | Rhone Poulenc Fibres | PROCESS FOR THE OXIDATION OF HYDROCARBONS, ALCOHOLS AND / OR KETONES |
KR100467892B1 (en) * | 1997-04-10 | 2005-03-16 | 로디아 폴리아미드 인터미디에이츠 | Process for the oxidation of hydrocarbons, alcohols and/or ketones |
FR2791667A1 (en) * | 1999-03-30 | 2000-10-06 | Rhone Poulenc Fibres | Process for the direct oxidation of hydrocarbons to the corresponding carboxylic acids, alcohols or ketones by oxygen in the presence of soluble manganese and chromium catalysts |
WO2000059858A1 (en) * | 1999-03-30 | 2000-10-12 | Rhodia Polyamide Intermediates | Hydrocarbon, alcohol and/or ketone oxidation method |
US6762319B1 (en) | 1999-03-30 | 2004-07-13 | Rhodia Polyamide Intermediates | Hydrocarbon, alcohol and/or ketone oxidation method |
CN115057998A (en) * | 2022-07-07 | 2022-09-16 | 武汉理工大学 | Method for joint production of epsilon-caprolactone and poly (butylene succinate) |
CN115057998B (en) * | 2022-07-07 | 2023-07-25 | 武汉理工大学 | Method for jointly producing epsilon-caprolactone and polybutylene succinate |
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