SU1521280A3 - Способ получени сложных @ -кетоэфиров - Google Patents
Способ получени сложных @ -кетоэфиров Download PDFInfo
- Publication number
- SU1521280A3 SU1521280A3 SU843703904A SU3703904A SU1521280A3 SU 1521280 A3 SU1521280 A3 SU 1521280A3 SU 843703904 A SU843703904 A SU 843703904A SU 3703904 A SU3703904 A SU 3703904A SU 1521280 A3 SU1521280 A3 SU 1521280A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- formula
- trimers
- amount
- sodium
- water
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 5
- 239000013638 trimer Substances 0.000 claims abstract description 11
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000004122 cyclic group Chemical group 0.000 claims abstract 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 10
- 210000000540 fraction c Anatomy 0.000 claims description 6
- 238000004821 distillation Methods 0.000 claims description 5
- VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 claims description 4
- 239000004912 1,5-cyclooctadiene Substances 0.000 claims description 4
- 230000003197 catalytic effect Effects 0.000 claims description 4
- 238000005516 engineering process Methods 0.000 claims description 4
- 229910052703 rhodium Inorganic materials 0.000 claims description 4
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 4
- 239000010948 rhodium Substances 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- 159000000000 sodium salts Chemical class 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 claims 2
- SVNRDPVQDFIPSD-UHFFFAOYSA-N 3-phosphanylbenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC(P)=C1 SVNRDPVQDFIPSD-UHFFFAOYSA-N 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 5
- 239000003054 catalyst Substances 0.000 abstract description 4
- 238000006243 chemical reaction Methods 0.000 abstract description 4
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 229930003427 Vitamin E Natural products 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000006575 electron-withdrawing group Chemical group 0.000 abstract 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 abstract 1
- 150000003284 rhodium compounds Chemical class 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 229940046009 vitamin E Drugs 0.000 abstract 1
- 235000019165 vitamin E Nutrition 0.000 abstract 1
- 239000011709 vitamin E Substances 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 150000001336 alkenes Chemical class 0.000 description 8
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
- 239000012074 organic phase Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 description 5
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 239000012044 organic layer Substances 0.000 description 4
- HKFWOZCGNIQGPI-PEJKQWNRSA-N (1Z,3Z,5Z)-1,2,3-trimethylcyclododeca-1,3,5-triene Chemical compound C\C1=C(/C)\C(\C)=C/C=C\CCCCCC1 HKFWOZCGNIQGPI-PEJKQWNRSA-N 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 229910052786 argon Inorganic materials 0.000 description 3
- 238000010908 decantation Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- HKFWOZCGNIQGPI-UHFFFAOYSA-N 1,2,3-trimethylcyclododeca-1,3,5-triene Chemical class CC1=C(C)C(C)=CC=CCCCCCC1 HKFWOZCGNIQGPI-UHFFFAOYSA-N 0.000 description 2
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- SHWZFQPXYGHRKT-FDGPNNRMSA-N (z)-4-hydroxypent-3-en-2-one;nickel Chemical compound [Ni].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O SHWZFQPXYGHRKT-FDGPNNRMSA-N 0.000 description 1
- 241001331845 Equus asinus x caballus Species 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 241000083869 Polyommatus dorylas Species 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- DBNJSZYFWVVQBO-UHFFFAOYSA-N SOOS Chemical compound SOOS DBNJSZYFWVVQBO-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- YXZRCLVVNRLPTP-UHFFFAOYSA-J turquoise blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Cu+2].NC1=NC(Cl)=NC(NC=2C=C(NS(=O)(=O)C3=CC=4C(=C5NC=4NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)NC=4NC(=C6C=C(C=CC6=4)S([O-])(=O)=O)NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)N5)C=C3)C(=CC=2)S([O-])(=O)=O)=N1 YXZRCLVVNRLPTP-UHFFFAOYSA-J 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/203—Unsaturated compounds containing keto groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
-
- 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
- C07C45/62—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 hydrogenation of carbon-to-carbon double or triple bonds
-
- 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
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
- C07C7/14875—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8303002A FR2541675B1 (fr) | 1983-02-24 | 1983-02-24 | Procede chimique de purification d'un melange de trimeres de l'isoprene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1521280A3 true SU1521280A3 (ru) | 1989-11-07 |
Family
ID=9286215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU843703904A SU1521280A3 (ru) | 1983-02-24 | 1984-02-23 | Способ получени сложных @ -кетоэфиров |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4621165A (enExample) |
| EP (1) | EP0118354B1 (enExample) |
| JP (1) | JPS59163326A (enExample) |
| AT (1) | ATE16175T1 (enExample) |
| CA (1) | CA1208662A (enExample) |
| DE (1) | DE3460008D1 (enExample) |
| FR (1) | FR2541675B1 (enExample) |
| SU (1) | SU1521280A3 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2657871B1 (fr) * | 1990-02-08 | 1993-02-05 | Rhone Poulenc Sante | Procede de preparation de cetones terpeniques. |
| WO2015165959A1 (de) * | 2014-04-30 | 2015-11-05 | Basf Se | Verfahren zur herstellung von farnesylaceton |
| CN105859534A (zh) * | 2016-04-07 | 2016-08-17 | 能特科技有限公司 | 一种连续循环催化反应合成酮类化合物的方法 |
| WO2019043251A1 (en) | 2017-09-04 | 2019-03-07 | Dsm Ip Assets B.V. | CHROMANOL DERIVATIVES AND THEIR SYNTHESIS |
| EP3728174B1 (en) | 2017-12-20 | 2022-11-30 | DSM IP Assets B.V. | Synthesis of alkyl 2-acetyl-5,9,13-trimethyltetradeca-4,8,12-trienoates and derivatives by a non-continuous production process |
| CN112010744A (zh) * | 2019-05-29 | 2020-12-01 | 武汉臻智生物科技有限公司 | 法尼基丙酮及其制备方法 |
| CN119977777A (zh) * | 2024-07-02 | 2025-05-13 | 顺毅宜昌化工有限公司 | 一种选择性氢化合成卤代芳基烷基酮类化合物的制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2402954A (en) * | 1943-04-30 | 1946-07-02 | Socony Vacuum Oil Co Inc | Separation of isomeric paraffins |
| US2506289A (en) * | 1948-10-05 | 1950-05-02 | Standard Oil Dev Co | Process for the sepoaration of isomers |
| US3031515A (en) * | 1959-12-18 | 1962-04-24 | Scient Design Co | Process for purifying isoprenes |
| US3998872A (en) * | 1970-10-05 | 1976-12-21 | Universal Oil Products Company | Preparation of unsaturated carbonyl compounds |
| FR2486525A1 (fr) * | 1980-07-10 | 1982-01-15 | Rhone Poulenc Ind | Procede d'addition selective d'un compose a methylene actif sur un diene conjugue substitue et nouveaux composes resultants |
| EP0044771B1 (fr) * | 1980-07-10 | 1984-05-02 | Rhone-Poulenc Sante | Procédé d'addition sélective d'un composé ayant un atome de carbone activé sur un diène conjugué substitué |
-
1983
- 1983-02-24 FR FR8303002A patent/FR2541675B1/fr not_active Expired
-
1984
- 1984-02-23 AT AT84400365T patent/ATE16175T1/de active
- 1984-02-23 US US06/582,908 patent/US4621165A/en not_active Expired - Fee Related
- 1984-02-23 EP EP84400365A patent/EP0118354B1/fr not_active Expired
- 1984-02-23 DE DE8484400365T patent/DE3460008D1/de not_active Expired
- 1984-02-23 CA CA000448090A patent/CA1208662A/fr not_active Expired
- 1984-02-23 SU SU843703904A patent/SU1521280A3/ru active
- 1984-02-23 JP JP59031545A patent/JPS59163326A/ja active Granted
Non-Patent Citations (1)
| Title |
|---|
| Европейска патентна за вка № 44771, кл. В 01 J 31/24, 1982. Патент US № 3998872, кл. 260-483, 1976. * |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE16175T1 (de) | 1985-11-15 |
| CA1208662A (fr) | 1986-07-29 |
| EP0118354B1 (fr) | 1985-10-23 |
| JPS59163326A (ja) | 1984-09-14 |
| US4621165A (en) | 1986-11-04 |
| JPH0380130B2 (enExample) | 1991-12-24 |
| FR2541675A1 (fr) | 1984-08-31 |
| EP0118354A1 (fr) | 1984-09-12 |
| DE3460008D1 (en) | 1985-11-28 |
| FR2541675B1 (fr) | 1985-06-14 |
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