GB948752A - A process for the manufacture of unsaturated ketones - Google Patents
A process for the manufacture of unsaturated ketonesInfo
- Publication number
- GB948752A GB948752A GB39314/60A GB3931460A GB948752A GB 948752 A GB948752 A GB 948752A GB 39314/60 A GB39314/60 A GB 39314/60A GB 3931460 A GB3931460 A GB 3931460A GB 948752 A GB948752 A GB 948752A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- ketene
- propionyl
- ketones
- dehydrolinalool
- 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 4
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 6
- 239000001371 (5E)-3,5-dimethylocta-1,5,7-trien-3-ol Substances 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 3
- -1 diethylene-glycol ethers Chemical class 0.000 abstract 3
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 abstract 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- ZJIQIJIQBTVTDY-SREVYHEPSA-N dehydrolinalool Chemical compound CC(=C)\C=C/CC(C)(O)C=C ZJIQIJIQBTVTDY-SREVYHEPSA-N 0.000 abstract 2
- OWWIWYDDISJUMY-UHFFFAOYSA-N 2,3-dimethylbut-1-ene Chemical compound CC(C)C(C)=C OWWIWYDDISJUMY-UHFFFAOYSA-N 0.000 abstract 1
- SYSNZZKIHHNJBR-UHFFFAOYSA-N 2,5-dimethyloct-7-en-3-one Chemical compound CC(C)C(=O)CC(C)CC=C SYSNZZKIHHNJBR-UHFFFAOYSA-N 0.000 abstract 1
- WSAFEVMRYOGYIC-UHFFFAOYSA-N 4,6,7-trimethyloct-1-ene Chemical compound CC(CC=C)CC(C(C)C)C WSAFEVMRYOGYIC-UHFFFAOYSA-N 0.000 abstract 1
- FNHUIKVAXPPHGK-UHFFFAOYSA-N 5,6-dimethylhept-1-ene Chemical compound CC(C)C(C)CCC=C FNHUIKVAXPPHGK-UHFFFAOYSA-N 0.000 abstract 1
- SXTAALMLEFWTSY-UHFFFAOYSA-N 5-ethyl-2-methylnon-8-en-3-one Chemical compound CCC(CCC=C)CC(=O)C(C)C SXTAALMLEFWTSY-UHFFFAOYSA-N 0.000 abstract 1
- RMXZEAKRARPEOH-UHFFFAOYSA-N C(CCCCCCC)(=O)C(CCCCC)C=C=O Chemical compound C(CCCCCCC)(=O)C(CCCCC)C=C=O RMXZEAKRARPEOH-UHFFFAOYSA-N 0.000 abstract 1
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 abstract 1
- 150000003998 acyclic ketones Chemical class 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- REEZZSHJLXOIHL-UHFFFAOYSA-N octanoyl chloride Chemical compound CCCCCCCC(Cl)=O REEZZSHJLXOIHL-UHFFFAOYSA-N 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 238000000197 pyrolysis Methods 0.000 abstract 1
- 230000008707 rearrangement Effects 0.000 abstract 1
- LMHHRCOWPQNFTF-UHFFFAOYSA-N s-propan-2-yl azepane-1-carbothioate Chemical compound CC(C)SC(=O)N1CCCCCC1 LMHHRCOWPQNFTF-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 150000003509 tertiary alcohols Chemical class 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
- C11B9/0034—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing six carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/14—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms
- C07C403/16—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms not being part of —CHO groups
-
- 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
- C07C45/67—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 isomerisation; by change of size of the carbon skeleton
- C07C45/673—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 isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
- C07C45/676—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 isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton by elimination of carboxyl groups
-
- 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
- C07C45/87—Preparation of ketenes or dimeric ketenes
- C07C45/89—Preparation of ketenes or dimeric ketenes from carboxylic acids, their anhydrides, esters or halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/88—Ketenes; Dimeric ketenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/46—Preparation of carboxylic acid esters from ketenes or polyketenes
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0007—Aliphatic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US85297359A | 1959-11-16 | 1959-11-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB948752A true GB948752A (en) | 1964-02-05 |
Family
ID=25314689
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB39314/60A Expired GB948752A (en) | 1959-11-16 | 1960-11-16 | A process for the manufacture of unsaturated ketones |
| GB46765/62A Expired GB948754A (en) | 1959-11-16 | 1960-11-16 | The manufacture of unsaturated cyclic ketones |
| GB46764/62A Expired GB948753A (en) | 1959-11-16 | 1960-11-16 | Unsaturated cyclic ketones |
| GB27472/63A Expired GB948755A (en) | 1959-11-16 | 1960-11-16 | Unsaturated ketones |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB46765/62A Expired GB948754A (en) | 1959-11-16 | 1960-11-16 | The manufacture of unsaturated cyclic ketones |
| GB46764/62A Expired GB948753A (en) | 1959-11-16 | 1960-11-16 | Unsaturated cyclic ketones |
| GB27472/63A Expired GB948755A (en) | 1959-11-16 | 1960-11-16 | Unsaturated ketones |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE596886A (enExample) |
| CH (1) | CH397645A (enExample) |
| DE (1) | DE1181354B (enExample) |
| GB (4) | GB948752A (enExample) |
| NL (1) | NL257967A (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB201208566D0 (en) * | 2012-05-16 | 2012-06-27 | Givaudan Sa | Organic compounds |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE960845C (de) * | 1954-09-27 | 1957-03-28 | Givaudan & Cie Sa | Parfuem |
-
0
- NL NL257967D patent/NL257967A/xx unknown
-
1960
- 1960-10-27 CH CH1208860A patent/CH397645A/de unknown
- 1960-10-29 DE DEH40810A patent/DE1181354B/de active Pending
- 1960-11-09 BE BE596886A patent/BE596886A/fr unknown
- 1960-11-16 GB GB39314/60A patent/GB948752A/en not_active Expired
- 1960-11-16 GB GB46765/62A patent/GB948754A/en not_active Expired
- 1960-11-16 GB GB46764/62A patent/GB948753A/en not_active Expired
- 1960-11-16 GB GB27472/63A patent/GB948755A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB948753A (en) | 1964-02-05 |
| CH397645A (de) | 1965-08-31 |
| GB948754A (en) | 1964-02-05 |
| DE1181354B (de) | 1964-11-12 |
| NL257967A (enExample) | |
| GB948755A (en) | 1964-02-05 |
| BE596886A (fr) | 1961-05-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB799269A (en) | Production of intermediates for the synthesis of reserpine and related compounds | |
| US2839579A (en) | Process for the production of ketones | |
| GB948752A (en) | A process for the manufacture of unsaturated ketones | |
| Newman et al. | Novel synthesis of disubstituted maleic anhydrides by the pyrolysis of 1-ethoxy-1-alkenyl esters of. alpha.-keto acids | |
| GB1155022A (en) | Hydroxymethane Carboxylic Acid Esters and process for their manufacture | |
| US2307929A (en) | Preparation of hydroxylamine | |
| GB1213558A (en) | Process for the production of 1,1-dihydroperfluoroalkanols | |
| House et al. | Decarboxylation and Deuterium Exchange in Some Azabicyclic Ketone Systems1 | |
| IE42827B1 (en) | Preparation of 3-phenoxybenzaldehydes | |
| US3280209A (en) | Process for the production of dienes | |
| Filachione et al. | Preparation of Esters by Reaction of Ammonium Salts with Alcohols1b | |
| US2910503A (en) | Alkyl 3-alkoxypropionates | |
| GB695313A (en) | Improved process for the production of unsaturated ketones | |
| Oliva et al. | AN IMPROVED SYNTHESIS OF ALKYL 1-ALKYL-3-METHYL-2-PYRAZOLINE-5-ONE-4-DITHIOCARBOXYLATES | |
| US2054807A (en) | Carboxylic acids and method for their preparation | |
| GB768307A (en) | A novel alcohol, metal derivatives thereof, a process for the manufacture of same and the conversion thereof | |
| Tsuruta et al. | Studies on the Michael Reaction | |
| US3015674A (en) | Process for the production of alkylacylamides | |
| GB810078A (en) | Process for the manufacture of unsaturated aliphatic ketones | |
| GB790842A (en) | Substituted cyclopentenes and methods of preparing same | |
| IL27745A (en) | Ethers of 17beta-hydroxy-gona-4,9,11-trienes | |
| US2304563A (en) | Process for the production of racemic menthol | |
| GB913353A (en) | Steroids | |
| GB665146A (en) | Improvements in or relating to the preparation of a new unsaturated ketone | |
| GB733884A (en) | Unsaturated keto-esters and the manufacture thereof |