GB875856A - Production of higher ketones from saturated epoxides - Google Patents
Production of higher ketones from saturated epoxidesInfo
- Publication number
- GB875856A GB875856A GB27064/59A GB2706459A GB875856A GB 875856 A GB875856 A GB 875856A GB 27064/59 A GB27064/59 A GB 27064/59A GB 2706459 A GB2706459 A GB 2706459A GB 875856 A GB875856 A GB 875856A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- alkyl
- copper
- carbon atoms
- cyclic ether
- 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
- 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/58—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in three-membered rings
-
- 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
-
- 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/59—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in five-membered rings
-
- 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/60—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in six-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
Ketones are prepared by contacting 2,3-epoxybutane or a saturated epoxide whose molecule contains 5-16 carbon atoms and has its oxygen atom joined to at least one secondary carbon atom, at an isomerisation temperature of 200-500 DEG C. at a pressure of 150-350 psig. in the presence of hydrogen supplied at 0.5-6.0 hydrogen/cyclic ether molecular ratio with a catalyst consisting of copper on an activated carbon support. The C5-C16 epoxides preferably have the general formula <FORM:0875856/IV (b)/1> wherein R1 is C1-C4 alkyl, R2 is hydrogen or C1-C4 alkyl or R1 and R2 together form a single polymethylene bridge of 3 or 4 carbon atoms, R3 and R4 are hydrogen or C1-C4 alkyl, and n is 0-3. The catalysts may contain 0.01-20% weight of copper and may be used in a fixed or fluid bed. The cyclic ether/catalyst space velocity is preferably from 0.1 to 2.5 V/hr./V. In an example 2,5-dimethyltetrahydrofuran is isomerised to 2-hexanone. Specification 798,838 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US875856XA | 1958-11-06 | 1958-11-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB875856A true GB875856A (en) | 1961-08-23 |
Family
ID=22206070
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB27064/59A Expired GB875856A (en) | 1958-11-06 | 1959-08-07 | Production of higher ketones from saturated epoxides |
Country Status (3)
Country | Link |
---|---|
DE (1) | DE1173450B (en) |
FR (1) | FR1238584A (en) |
GB (1) | GB875856A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2791978A1 (en) * | 1999-04-08 | 2000-10-13 | Ems Chemie Ag | PROCESS FOR THE CONVERSION OF CIS-AND TRANS-CYCLODODECENE OXIDE TO CYCLODODECANONE |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2031200A (en) * | 1929-02-05 | 1936-02-18 | Union Carbide & Carbon Corp | Process of making products including aliphatic aldehydes |
GB634080A (en) * | 1946-03-29 | 1950-03-15 | John George Mackay Bremner | Improvements in and relating to the hydrogenolysis of 2-alkyl substituted furans |
-
1959
- 1959-08-07 GB GB27064/59A patent/GB875856A/en not_active Expired
- 1959-10-05 FR FR806770A patent/FR1238584A/en not_active Expired
- 1959-10-15 DE DEE18360A patent/DE1173450B/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2791978A1 (en) * | 1999-04-08 | 2000-10-13 | Ems Chemie Ag | PROCESS FOR THE CONVERSION OF CIS-AND TRANS-CYCLODODECENE OXIDE TO CYCLODODECANONE |
Also Published As
Publication number | Publication date |
---|---|
DE1173450B (en) | 1964-07-09 |
FR1238584A (en) | 1960-08-12 |
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