SU440823A1 - - Google Patents
Info
- Publication number
- SU440823A1 SU440823A1 SU1727688A SU1727688A SU440823A1 SU 440823 A1 SU440823 A1 SU 440823A1 SU 1727688 A SU1727688 A SU 1727688A SU 1727688 A SU1727688 A SU 1727688A SU 440823 A1 SU440823 A1 SU 440823A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- aluminum
- dihydromethyl
- jasmonate
- cis
- isomer
- Prior art date
Links
- ZNJFBWYDHIGLCU-HWKXXFMVSA-N jasmonic acid Chemical compound CC\C=C/C[C@@H]1[C@@H](CC(O)=O)CCC1=O ZNJFBWYDHIGLCU-HWKXXFMVSA-N 0.000 claims description 16
- 229910052782 aluminium Inorganic materials 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- -1 aluminum compound Chemical class 0.000 claims description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 4
- UAEJRRZPRZCUBE-UHFFFAOYSA-N trimethoxyalumane Chemical compound [Al+3].[O-]C.[O-]C.[O-]C UAEJRRZPRZCUBE-UHFFFAOYSA-N 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000002955 isolation Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 8
- 238000005984 hydrogenation reaction Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 238000004587 chromatography analysis Methods 0.000 description 5
- 150000004862 dioxolanes Chemical class 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 239000003208 petroleum Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000006345 epimerization reaction Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 2
- 229940063655 aluminum stearate Drugs 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N methyl acetate Chemical compound COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- HPQURZRDYMUHJI-UHFFFAOYSA-N pentylcyclopentane Chemical compound CCCCCC1CCCC1 HPQURZRDYMUHJI-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 1
- OXPRJQUCBLBLQJ-UHFFFAOYSA-N CC(C)C[O-].CC(C)C[O-].CC(C)C[O-].[Al+3].[Al+3] Chemical compound CC(C)C[O-].CC(C)C[O-].CC(C)C[O-].[Al+3].[Al+3] OXPRJQUCBLBLQJ-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- PKFWFAJEJALKKZ-UHFFFAOYSA-N ethane-1,2-diol;methoxymethanediol Chemical compound OCCO.COC(O)O PKFWFAJEJALKKZ-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- DEBVVCQFYJWTDA-UHFFFAOYSA-N hexadecylalumanylformic acid Chemical compound C([AlH]CCCCCCCCCCCCCCCC)(=O)O DEBVVCQFYJWTDA-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- KVWWIYGFBYDJQC-UHFFFAOYSA-N methyl dihydrojasmonate Chemical compound CCCCCC1C(CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- NRQNMMBQPIGPTB-UHFFFAOYSA-N methylaluminum Chemical compound [CH3].[Al] NRQNMMBQPIGPTB-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- DAOVYDBYKGXFOB-UHFFFAOYSA-N tris(2-methylpropoxy)alumane Chemical compound [Al+3].CC(C)C[O-].CC(C)C[O-].CC(C)C[O-] DAOVYDBYKGXFOB-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7046407A FR2119177A5 (enExample) | 1970-12-23 | 1970-12-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SU440823A1 true SU440823A1 (enExample) | 1974-08-25 |
| SU440823A3 SU440823A3 (enExample) | 1974-08-25 |
Family
ID=9066251
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1727688A SU440823A3 (enExample) | 1970-12-23 | 1971-12-23 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US3978108A (enExample) |
| JP (2) | JPS5512883B1 (enExample) |
| AU (1) | AU453568B2 (enExample) |
| BE (1) | BE777194A (enExample) |
| BR (1) | BR7108407D0 (enExample) |
| CA (1) | CA967979A (enExample) |
| CH (2) | CH570454A5 (enExample) |
| DE (1) | DE2162820C3 (enExample) |
| DK (1) | DK137548B (enExample) |
| ES (1) | ES398217A1 (enExample) |
| FR (1) | FR2119177A5 (enExample) |
| GB (1) | GB1320284A (enExample) |
| IT (1) | IT946226B (enExample) |
| NL (1) | NL149483B (enExample) |
| SE (2) | SE377797B (enExample) |
| SU (1) | SU440823A3 (enExample) |
| ZA (1) | ZA718447B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3121036A1 (de) * | 1981-05-27 | 1982-12-16 | Bayer Ag, 5090 Leverkusen | Verfahren zur kontinuierlicehn herstellung von organischen mono- oder polyisocyanaten |
| WO1985001101A1 (en) * | 1983-08-26 | 1985-03-14 | Oestbo Karl | A heat exchanger |
| EP0612715B1 (en) * | 1989-05-23 | 1998-01-14 | Nippon Zeon Co., Ltd. | Fragrant composition |
| US5235110A (en) * | 1989-05-23 | 1993-08-10 | Nippon Zeon Co., Ltd. | Fragrant composition |
| US5300489A (en) * | 1993-06-11 | 1994-04-05 | International Flavors & Fragrances Inc. | Fragrance use of dihydromethyl jasmonic acid |
| DE69505226T2 (de) * | 1994-06-23 | 1999-03-25 | Firmenich S.A., Genf/Geneve | Verfahren zur herstellung von (+)-(1r)-cis-3-oxo-2-pentyl-1-cyclopentanessigsäure |
| KR100960250B1 (ko) | 2005-06-30 | 2010-06-01 | 아사히 가세이 케미칼즈 가부시키가이샤 | 치환 시클로펜타논의 제조 방법 |
| CN100582082C (zh) * | 2006-01-11 | 2010-01-20 | 浙江新和成股份有限公司 | 顺式-二氢茉莉酮酸甲酯的合成方法 |
| FR2897533B1 (fr) * | 2006-02-22 | 2009-04-24 | Tagasako Internat Corp | Agent oxydant pour le traitement des cheveux |
| EP2474301B1 (de) * | 2011-12-14 | 2014-04-16 | Symrise AG | Riechstoffmischungen enthaltend Cyclopent-2-Enyl-Essigsäureethylester |
| CN114740109B (zh) * | 2022-03-29 | 2024-02-23 | 湖南农业大学 | 一种茉莉酸甲酯对映异构体的分离测定方法 |
| CN119465189A (zh) * | 2024-11-08 | 2025-02-18 | 滕州鑫和生物科技有限公司 | 一种二氢茉莉酮酸甲酯的制备方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH382731A (fr) * | 1960-02-25 | 1964-10-15 | Firmenich & Cie | Procédé pour la préparation de céto-esters alicycliques |
| FR1280432A (fr) * | 1961-02-17 | 1961-12-29 | Firmenich & Cie | Cétoesters alicycliques et procédé pour leur préparation |
| GB1206981A (en) * | 1967-10-13 | 1970-09-30 | Toray Industries | Method of activating raney alloys |
| CH509247A (de) * | 1969-03-10 | 1971-06-30 | Givaudan & Cie Sa | Verfahren zur Herstellung von neuen Cycloalkenonestern |
-
1970
- 1970-12-23 FR FR7046407A patent/FR2119177A5/fr not_active Expired
-
1971
- 1971-12-16 CH CH1592074A patent/CH570454A5/xx not_active IP Right Cessation
- 1971-12-16 CH CH1851571A patent/CH561168A5/xx not_active IP Right Cessation
- 1971-12-17 US US05/209,239 patent/US3978108A/en not_active Expired - Lifetime
- 1971-12-17 DE DE2162820A patent/DE2162820C3/de not_active Expired
- 1971-12-17 ZA ZA718447A patent/ZA718447B/xx unknown
- 1971-12-20 BR BR8407/71A patent/BR7108407D0/pt unknown
- 1971-12-20 IT IT32622/71A patent/IT946226B/it active
- 1971-12-20 AU AU37130/71A patent/AU453568B2/en not_active Expired
- 1971-12-20 NL NL717117479A patent/NL149483B/xx not_active IP Right Cessation
- 1971-12-21 JP JP10400071A patent/JPS5512883B1/ja active Pending
- 1971-12-22 DK DK630371AA patent/DK137548B/da unknown
- 1971-12-22 ES ES398217A patent/ES398217A1/es not_active Expired
- 1971-12-22 CA CA130,812A patent/CA967979A/en not_active Expired
- 1971-12-22 SE SE7116534A patent/SE377797B/xx unknown
- 1971-12-22 GB GB5955771A patent/GB1320284A/en not_active Expired
- 1971-12-23 BE BE777194A patent/BE777194A/xx unknown
- 1971-12-23 SU SU1727688A patent/SU440823A3/ru active
-
1975
- 1975-01-17 SE SE7500526A patent/SE396072B/xx unknown
-
1978
- 1978-09-28 JP JP11983378A patent/JPS5490155A/ja active Pending
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