GB1398535A - Process for the production of substituted cyclohexen-2-ones - Google Patents
Process for the production of substituted cyclohexen-2-onesInfo
- Publication number
- GB1398535A GB1398535A GB3868072A GB3868072A GB1398535A GB 1398535 A GB1398535 A GB 1398535A GB 3868072 A GB3868072 A GB 3868072A GB 3868072 A GB3868072 A GB 3868072A GB 1398535 A GB1398535 A GB 1398535A
- Authority
- GB
- United Kingdom
- Prior art keywords
- substituted
- enones
- catalyst
- hydrogen
- carbon atoms
- 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
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohex-2-enone Chemical class O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- -1 betacyanoethyl group Chemical group 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 150000003138 primary alcohols Chemical class 0.000 abstract 1
- 150000003333 secondary alcohols Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 150000003509 tertiary alcohols Chemical class 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/64—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/06—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation
- C07C37/07—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation with simultaneous reduction of C=O group in that ring
-
- 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
- C07C45/455—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation with carboxylic acids or their derivatives
-
- 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1398535 Cyclohex-2-enones DEUTSCHE TEXACO AG 18 Aug 1972 [3 Sept 1971 (2)] 38680/72 Heading C2C Substituted cyclohex-2-enones are prepared by reacting a cyanoethylated ketone having the general formula in which R 1 is hydrogen or an alkyl group having 1 to 5 carbon atoms, and R 2 and R 3 , which may be the same or different, are each hydrogen, an alkyl group having 1 to 5 carbon atoms or a betacyanoethyl group, in a polar solvent in the presence of a catalyst at from 20‹ to 150‹ C. The catalyst may be a base which results in an amino-substituted product or a strong mineral acid which results in an hydroxy-substituted product. Preferred solvents are primary, secondary and tertiary alcohols boiling between 60‹ and 150‹ C.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2144169A DE2144169A1 (en) | 1971-09-03 | 1971-09-03 | 3-aminocyclohex-2-enones prepn - by base catalysed cyclisn of cyanoethylated ketones |
DE19712144170 DE2144170C3 (en) | 1971-09-03 | 1971-09-03 | Process for the preparation of optionally alkyl-substituted 3-hydroxycyclohexen <2) -ones |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1398535A true GB1398535A (en) | 1975-06-25 |
Family
ID=25761683
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3868072A Expired GB1398535A (en) | 1971-09-03 | 1972-08-18 | Process for the production of substituted cyclohexen-2-ones |
Country Status (7)
Country | Link |
---|---|
JP (1) | JPS4834859A (en) |
BE (1) | BE788317A (en) |
CA (1) | CA1006539A (en) |
FR (1) | FR2151105B3 (en) |
GB (1) | GB1398535A (en) |
IT (1) | IT964354B (en) |
NL (1) | NL7211822A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0003738A1 (en) * | 1977-12-14 | 1979-09-05 | Mitsui Petrochemical Industries, Ltd. | Process for producing cyclohexane-1,3-diones or 3-alkoxy-2-cyclohexenones |
-
1972
- 1972-08-18 GB GB3868072A patent/GB1398535A/en not_active Expired
- 1972-08-29 IT IT2860972A patent/IT964354B/en active
- 1972-08-30 CA CA150,594A patent/CA1006539A/en not_active Expired
- 1972-08-30 NL NL7211822A patent/NL7211822A/xx not_active Application Discontinuation
- 1972-09-01 BE BE788317D patent/BE788317A/en unknown
- 1972-09-01 JP JP8784472A patent/JPS4834859A/ja active Pending
- 1972-09-01 FR FR7231178A patent/FR2151105B3/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR2151105B3 (en) | 1975-10-03 |
IT964354B (en) | 1974-01-21 |
FR2151105A1 (en) | 1973-04-13 |
NL7211822A (en) | 1973-03-06 |
CA1006539A (en) | 1977-03-08 |
JPS4834859A (en) | 1973-05-22 |
BE788317A (en) | 1973-03-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |