GB1061700A - The preparation of ?-caprolactone - Google Patents
The preparation of ?-caprolactoneInfo
- Publication number
- GB1061700A GB1061700A GB445766A GB445766A GB1061700A GB 1061700 A GB1061700 A GB 1061700A GB 445766 A GB445766 A GB 445766A GB 445766 A GB445766 A GB 445766A GB 1061700 A GB1061700 A GB 1061700A
- Authority
- GB
- United Kingdom
- Prior art keywords
- iron
- reaction mixture
- caprolactone
- ferric
- hydrocarbon
- 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
- C07C51/31—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)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
e -Caprolactone is prepared by oxidizing cyclohexanone in the liquid phase by means of a gas containing molecular oxygen in the presence of benzaldehyde and an iron salt catalyst dissolved in the reaction mixture. The iron salt may be ferric benzoate produced by introducing into the reaction mixture an iron compound capable of reacting with benzoic acid therein to produce ferric benzoate, e.g. iron oxide. Other useful iron salts are ferric oleate, naphthenate and acetate. The temperature should be kept below 100 DEG C., preferably between 20 DEG and 50 DEG C. A solvent may be used, e.g. a hydrocarbon, chlorinated hydrocarbon or an ester. Benzoic acid and adipic acid are also produced in the process.ALSO:Polymerized caprolactone is prepared in a process for making e -caprolactone (see Division C2) which comprises oxidizing cyclohexanone in the liquid phase by means of a gas containing molecular oxygen, in the presence of benzaldehyde and an iron salt catalyst dissolved in the reaction mixture. The iron salt may be ferric benzoate produced by introducing into the reaction mixture an iron compound capable of reacting with benzoic acid, e.g. iron oxide. Other useful iron salts are ferric oleate, naphthenate and acetate. The temperature should be kept below 100 DEG C., preferably between 20 DEG and 50 DEG C. A solvent may be used, e.g. a hydrocarbon, chlorinated hydrocarbon or an ester.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6501333A NL6501333A (en) | 1965-02-03 | 1965-02-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1061700A true GB1061700A (en) | 1967-03-15 |
Family
ID=19792262
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB445766A Expired GB1061700A (en) | 1965-02-03 | 1966-02-01 | The preparation of ?-caprolactone |
Country Status (8)
| Country | Link |
|---|---|
| AT (1) | AT260890B (en) |
| BE (1) | BE675887A (en) |
| CH (1) | CH462795A (en) |
| DE (1) | DE1593529A1 (en) |
| ES (1) | ES322528A1 (en) |
| GB (1) | GB1061700A (en) |
| IL (1) | IL25069A (en) |
| NL (1) | NL6501333A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0548774A1 (en) * | 1991-12-25 | 1993-06-30 | Sumitomo Chemical Company, Limited | Process for producing a lactone or an ester |
-
1965
- 1965-02-03 NL NL6501333A patent/NL6501333A/xx unknown
-
1966
- 1966-01-30 IL IL2506966A patent/IL25069A/en unknown
- 1966-02-01 GB GB445766A patent/GB1061700A/en not_active Expired
- 1966-02-01 AT AT89266A patent/AT260890B/en active
- 1966-02-01 BE BE675887D patent/BE675887A/xx unknown
- 1966-02-01 CH CH135266A patent/CH462795A/en unknown
- 1966-02-02 DE DE19661593529 patent/DE1593529A1/en active Pending
- 1966-02-02 ES ES0322528A patent/ES322528A1/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0548774A1 (en) * | 1991-12-25 | 1993-06-30 | Sumitomo Chemical Company, Limited | Process for producing a lactone or an ester |
| US5405974A (en) * | 1991-12-25 | 1995-04-11 | Sumitomo Chemical Company, Limited | Process for producing a lactone or an ester |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1593529A1 (en) | 1970-10-22 |
| IL25069A (en) | 1969-05-28 |
| BE675887A (en) | 1966-08-01 |
| CH462795A (en) | 1968-09-30 |
| ES322528A1 (en) | 1966-11-16 |
| NL6501333A (en) | 1966-08-04 |
| AT260890B (en) | 1968-03-25 |
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