GB1107292A - The preparation of ªŠ-caprolactone - Google Patents
The preparation of ªŠ-caprolactoneInfo
- Publication number
- GB1107292A GB1107292A GB445566A GB445566A GB1107292A GB 1107292 A GB1107292 A GB 1107292A GB 445566 A GB445566 A GB 445566A GB 445566 A GB445566 A GB 445566A GB 1107292 A GB1107292 A GB 1107292A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyclohexanone
- benzoic acid
- caprolactone
- oxidation zone
- mixture
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrane Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
e -Caprolactone is prepared by feeding benzaldehyde to an oxidation zone containing cyclohexanone, oxidizing the mixture in the liquid phase by the action of molecular oxygen, recovering e -caprolactone and benzoic acid from the oxidation zone, converting the benzoic acid to cyclohexanone, and recycling the cyclohexanone thus produced to the oxidation zone. The temperature should be kept below 100 DEG C., preferably between 20 DEG and 50 DEG C. Suitable catalysts for the oxidation process are compounds of the metals of the Pt or Pd groups or compounds of other metals, e.g. Co, Mn, V, Zr, Al, Sb, Be, Fe or Cu. Suitable solvents for the liquid reaction mixture are hydrocarbons, chlorinated hydrocarbons and esters. In the example cobalt naphthenate is used. The benzoic acid was converted in the presence of cupric benzoate and magnesium oxide to phenol which was then converted to cyclohexanone by passing a mixture of phenol vapour, nitrogen and hydrogen over a catalyst consisting of palladium on aluminium oxide.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL6501332A NL6501332A (en) | 1965-02-03 | 1965-02-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1107292A true GB1107292A (en) | 1968-03-27 |
Family
ID=19792261
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB445566A Expired GB1107292A (en) | 1965-02-03 | 1966-02-01 | The preparation of ªŠ-caprolactone |
Country Status (7)
Country | Link |
---|---|
AT (1) | AT266809B (en) |
BE (1) | BE675886A (en) |
CH (1) | CH474504A (en) |
ES (1) | ES322527A1 (en) |
GB (1) | GB1107292A (en) |
IL (1) | IL25068A (en) |
NL (1) | NL6501332A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0569098A2 (en) * | 1992-05-07 | 1993-11-10 | Dsm N.V. | Conversion of cycloalkanone into lactone |
CN115445601A (en) * | 2022-08-15 | 2022-12-09 | 南京工业大学 | Load type SiO 2 @M x O y -TiO 2 Catalyst, preparation method and application thereof |
-
1965
- 1965-02-03 NL NL6501332A patent/NL6501332A/xx unknown
-
1966
- 1966-01-30 IL IL2506866A patent/IL25068A/en unknown
- 1966-02-01 AT AT89466A patent/AT266809B/en active
- 1966-02-01 CH CH135166A patent/CH474504A/en not_active IP Right Cessation
- 1966-02-01 GB GB445566A patent/GB1107292A/en not_active Expired
- 1966-02-01 BE BE675886D patent/BE675886A/xx unknown
- 1966-02-02 ES ES0322527A patent/ES322527A1/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0569098A2 (en) * | 1992-05-07 | 1993-11-10 | Dsm N.V. | Conversion of cycloalkanone into lactone |
EP0569098A3 (en) * | 1992-05-07 | 1994-02-09 | Dsm N.V. | Conversion of cycloalkanone into lactone |
CN115445601A (en) * | 2022-08-15 | 2022-12-09 | 南京工业大学 | Load type SiO 2 @M x O y -TiO 2 Catalyst, preparation method and application thereof |
CN115445601B (en) * | 2022-08-15 | 2023-12-29 | 南京工业大学 | Load type SiO 2 @M x O y -TiO 2 Catalyst, preparation method and application thereof |
Also Published As
Publication number | Publication date |
---|---|
ES322527A1 (en) | 1966-11-16 |
AT266809B (en) | 1968-12-10 |
CH474504A (en) | 1969-06-30 |
IL25068A (en) | 1969-05-28 |
BE675886A (en) | 1966-08-01 |
NL6501332A (en) | 1966-08-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4069271A (en) | Silver catalysts | |
US2005183A (en) | Catalytic oxidation of ketones | |
GB1107292A (en) | The preparation of ªŠ-caprolactone | |
US3714263A (en) | Selective oxidation of alkyl aromatic compounds | |
US3349119A (en) | Oxidative carbonylation of olefins in the presence of inorganic acid anhydrides | |
US2545870A (en) | Catalytic oxidation of alkyl benzenes to produce aryl alkyl ketones and carbinols | |
EP0026507B1 (en) | Process for preparing benzoic acid | |
Caloyannis et al. | Heterogeneous catalysis in the oxidation of p-xylene in the liquid phase | |
GB1297276A (en) | ||
US3428700A (en) | Preparation of polycyclic hydrocarbons | |
US2659746A (en) | Oxidation process | |
US3755391A (en) | Process for the production of manganic carboxylates | |
US2833820A (en) | Process for the preparation of isophthalic and terephthalic acids | |
US2992272A (en) | Preparation of carbonyl olefins | |
US3840594A (en) | Process for preparing mesitylenic acid | |
GB1044752A (en) | Preparation of dicarboxylic acids by nitric acid oxidation | |
KR830002477B1 (en) | Method for producing aromatic carboxylic acid | |
US3334141A (en) | Chlorine initiated liquid phase oxidation of alicyclic hydrocarbons | |
JP5822191B2 (en) | Method for producing cyclohexanone | |
US2883427A (en) | Manufacture of diphenylmethyl hydroperoxide | |
US3075009A (en) | Oxidation of alkylbenzene carboxylic acids | |
TWI286540B (en) | Method and composition for hydroxylation of aromatic substrates | |
US2913492A (en) | Selective formic acid removal | |
GB716820A (en) | Preparation of oxidized cyclohexane | |
US3251878A (en) | Oxidative degradation of monobasic carboxylic acids |