GB1063268A - Method for preparing ketones containing a cyclohexylic nucleus - Google Patents
Method for preparing ketones containing a cyclohexylic nucleusInfo
- Publication number
- GB1063268A GB1063268A GB398663A GB398663A GB1063268A GB 1063268 A GB1063268 A GB 1063268A GB 398663 A GB398663 A GB 398663A GB 398663 A GB398663 A GB 398663A GB 1063268 A GB1063268 A GB 1063268A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- conversion
- benzoic acid
- ketones
- reaction
- 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
- 150000002576 ketones Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 7
- 239000002253 acid Substances 0.000 abstract 4
- 150000007513 acids Chemical class 0.000 abstract 4
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 abstract 4
- 229910044991 metal oxide Inorganic materials 0.000 abstract 3
- 150000004706 metal oxides Chemical class 0.000 abstract 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 2
- BMFYCFSWWDXEPB-UHFFFAOYSA-N cyclohexyl(phenyl)methanone Chemical class C=1C=CC=CC=1C(=O)C1CCCCC1 BMFYCFSWWDXEPB-UHFFFAOYSA-N 0.000 abstract 2
- TWXWPPKDQOWNSX-UHFFFAOYSA-N dicyclohexylmethanone Chemical class C1CCCCC1C(=O)C1CCCCC1 TWXWPPKDQOWNSX-UHFFFAOYSA-N 0.000 abstract 2
- AMWRITDGCCNYAT-UHFFFAOYSA-L hydroxy(oxo)manganese;manganese Chemical compound [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- 235000010233 benzoic acid Nutrition 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
Classifications
-
- 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
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/48—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation involving decarboxylation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/29—Saturated compounds containing keto groups bound to rings
- C07C49/313—Saturated compounds containing keto groups bound to rings polycyclic
- C07C49/317—Saturated compounds containing keto groups bound to rings polycyclic both carbon atoms bound to the keto group belonging to rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/782—Ketones containing a keto group bound to a six-membered aromatic ring polycyclic
- C07C49/792—Ketones containing a keto group bound to a six-membered aromatic ring polycyclic containing rings other than six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
1,063,268. Preparation of dicyclohexyl ketones and cyclohexyl phenyl ketones. SNIA VISCOSA SOCIETA' NATIONALE INDUSTRIA APPLICAZIONI VISCOSA S.p.A. Oct. 9, 1963 [Oct. 11, 1962], No. 39861/63. Heading C2C. In a method of preparing dicyclohexyl ketone and cyclohexylphenyl ketone by the conversion of hexahydro benzoic acid or of an equimolecular mixture of hexahydro benzoic acid with benzoic acid at temperatures between 280‹ and 450‹ C. in the presence of metal oxides, in particular manganese oxide, dissolved in the corresponding acids, the reaction of the acids with metal oxide on the one hand and the conversion of the acids into the ketones on the other hand are executed in two successive stages to increase the activity of the catalyst and to increase the conversion ratio. The reaction of the acids with the metal oxide and their conversion whilst being done in two successive stages may be carried out in the same or separate reaction vessels. Examples are given of preparations described with reference to suitable apparatus.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2002762 | 1962-10-11 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB1063268A true GB1063268A (en) | 1967-03-30 |
| GB1063268A8 GB1063268A8 (en) | 1967-04-25 |
Family
ID=11163221
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB398663A Expired GB1063268A (en) | 1962-10-11 | 1963-10-09 | Method for preparing ketones containing a cyclohexylic nucleus |
Country Status (4)
| Country | Link |
|---|---|
| AT (1) | AT243245B (en) |
| DK (1) | DK108913C (en) |
| ES (1) | ES292362A1 (en) |
| GB (1) | GB1063268A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6881865B2 (en) | 2002-09-27 | 2005-04-19 | Korea Kumho Petrochemical Co., Ltd. | Method for preparing cyclohexyl phenyl ketone from 1,3-butadiene and acrylic acid |
| EP3415493A1 (en) * | 2017-06-16 | 2018-12-19 | Rhodia Operations | Process for the catalytic decarboxylative cross-ketonisation of aryl- and aliphatic carboxylic acids |
| WO2018229285A1 (en) * | 2017-06-16 | 2018-12-20 | Rhodia Operations | Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acid |
-
1963
- 1963-10-01 AT AT785163A patent/AT243245B/en active
- 1963-10-09 GB GB398663A patent/GB1063268A/en not_active Expired
- 1963-10-10 ES ES0292362A patent/ES292362A1/en not_active Expired
- 1963-10-11 DK DK477863A patent/DK108913C/en active
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6881865B2 (en) | 2002-09-27 | 2005-04-19 | Korea Kumho Petrochemical Co., Ltd. | Method for preparing cyclohexyl phenyl ketone from 1,3-butadiene and acrylic acid |
| EP3415493A1 (en) * | 2017-06-16 | 2018-12-19 | Rhodia Operations | Process for the catalytic decarboxylative cross-ketonisation of aryl- and aliphatic carboxylic acids |
| WO2018229285A1 (en) * | 2017-06-16 | 2018-12-20 | Rhodia Operations | Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acid |
| CN110869341A (en) * | 2017-06-16 | 2020-03-06 | 罗地亚经营管理公司 | Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acids |
| US10906857B2 (en) | 2017-06-16 | 2021-02-02 | Rhodia Operations | Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acid |
| CN110869341B (en) * | 2017-06-16 | 2022-10-14 | 罗地亚经营管理公司 | A process for the catalytic decarboxylation cross-ketonization of aryl and aliphatic carboxylic acids. |
| CN115745719A (en) * | 2017-06-16 | 2023-03-07 | 罗地亚经营管理公司 | Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acids |
| US11708317B2 (en) | 2017-06-16 | 2023-07-25 | Rhodia Operations | Process for the catalytic decarboxylative cross-ketonization of aryl and aliphatic carboxylic acid |
Also Published As
| Publication number | Publication date |
|---|---|
| AT243245B (en) | 1965-10-25 |
| ES292362A1 (en) | 1964-01-01 |
| GB1063268A8 (en) | 1967-04-25 |
| DK108913C (en) | 1968-02-26 |
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