PL423669A1 - Ethyl (2E)-2-[(2S,5R)-5-methyl-2-(propan-2-yl)cyclohexylidene]butanoate and method for producing it - Google Patents
Ethyl (2E)-2-[(2S,5R)-5-methyl-2-(propan-2-yl)cyclohexylidene]butanoate and method for producing itInfo
- Publication number
- PL423669A1 PL423669A1 PL423669A PL42366917A PL423669A1 PL 423669 A1 PL423669 A1 PL 423669A1 PL 423669 A PL423669 A PL 423669A PL 42366917 A PL42366917 A PL 42366917A PL 423669 A1 PL423669 A1 PL 423669A1
- Authority
- PL
- Poland
- Prior art keywords
- butanoate
- ethyl
- cyclohexylidene
- propan
- methyl
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- HAEXOARIBYAPQW-LKOUJHMZSA-N ethyl (2E)-2-[(2S,5R)-5-methyl-2-propan-2-ylcyclohexylidene]butanoate Chemical compound C[C@@H]1CC[C@H](\C(\C1)=C(\C(=O)OCC)/CC)C(C)C HAEXOARIBYAPQW-LKOUJHMZSA-N 0.000 title 1
- NFLGAXVYCFJBMK-BDAKNGLRSA-N (-)-menthone Chemical compound CC(C)[C@@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-BDAKNGLRSA-N 0.000 abstract 2
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- FNIATMYXUPOJRW-UHFFFAOYSA-N cyclohexylidene Chemical group [C]1CCCCC1 FNIATMYXUPOJRW-UHFFFAOYSA-N 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000004440 column chromatography Methods 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- GYUCVQSNZFRDRL-UHFFFAOYSA-N ethyl 2-diethoxyphosphorylbutanoate Chemical compound CCOC(=O)C(CC)P(=O)(OCC)OCC GYUCVQSNZFRDRL-UHFFFAOYSA-N 0.000 abstract 1
- -1 foodstuffs Substances 0.000 abstract 1
- 239000002304 perfume Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 238000006722 reduction reaction Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Zgłoszenie ujawnia (2E)-2-[(6S,3R)-3-metylo-2-(propan-2-ylo)cykloheksylideno] butanian etylu o wzorze 1, znajdujący zastosowanie w produkcji perfum, artykułów spożywczych, artykułów kosmetycznych. Przedmiotem zgłoszenia jest również sposób wytwarzania (2E)-2-[(2S,5R)-5-metylko-2-(propan-2-ylo) cykloheksylideno]butanianu etylu o wzorze 1, polegający na tym, że (2S,5R)-2 isopropylo-5-metylocykloheksanon, poddaje się reakcji redukcji z użyciem 2-(dietoksyfosforylo)butanianu etylu jako reagenta i tetrahydrofuranu jako środowiska reakcji, przy czym reakcja prowadzona jest w łaźni lodowej, a po zakończeniu procesu odparowuje się rozpuszczalniki, a produkt oczyszcza się przy wykorzystaniu chromatografii kolumnowej.The application discloses ethyl (2E) -2 - [(6S, 3R) -3-methyl-2- (propan-2-yl) cyclohexylidene] butanoate, used in the production of perfumes, foodstuffs, cosmetics. The subject of the application is also a process for producing ethyl (2E) -2 - [(2S, 5R) -5-methyl-2- (propan-2-yl) cyclohexylidene] butanoate of the formula (2S, 5R) -2-isopropyl-5-methylcyclohexanone, is subjected to a reduction reaction using ethyl 2- (diethoxyphosphoryl) butanoate as a reactant and tetrahydrofuran as a reaction medium, the reaction being carried out in an ice bath, and after the end of the process the solvents are evaporated and the product is purified using column chromatography.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL423669A PL234189B1 (en) | 2017-12-01 | 2017-12-01 | Ethyl (2E)-2-[(2S,5R)-5-methyl-2-(propan-2-yl)cyclohexylidene]butanoate and method for producing it |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL423669A PL234189B1 (en) | 2017-12-01 | 2017-12-01 | Ethyl (2E)-2-[(2S,5R)-5-methyl-2-(propan-2-yl)cyclohexylidene]butanoate and method for producing it |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL423669A1 true PL423669A1 (en) | 2019-06-03 |
| PL234189B1 PL234189B1 (en) | 2020-01-31 |
Family
ID=66649291
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL423669A PL234189B1 (en) | 2017-12-01 | 2017-12-01 | Ethyl (2E)-2-[(2S,5R)-5-methyl-2-(propan-2-yl)cyclohexylidene]butanoate and method for producing it |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL234189B1 (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4457862A (en) * | 1981-03-13 | 1984-07-03 | Givaudan Corporation | Odorant substances |
| US20070225201A1 (en) * | 2004-05-07 | 2007-09-27 | Givaudan Sa | Organic Compounds |
| PL405905A1 (en) * | 2013-11-04 | 2014-04-14 | Politechnika Wrocławska | Ethyl acetate-2-[2-methyl-5-(prop-1-en-2-yl)]cyclohex-2-enylidene and a method for its preparation |
-
2017
- 2017-12-01 PL PL423669A patent/PL234189B1/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4457862A (en) * | 1981-03-13 | 1984-07-03 | Givaudan Corporation | Odorant substances |
| US20070225201A1 (en) * | 2004-05-07 | 2007-09-27 | Givaudan Sa | Organic Compounds |
| PL405905A1 (en) * | 2013-11-04 | 2014-04-14 | Politechnika Wrocławska | Ethyl acetate-2-[2-methyl-5-(prop-1-en-2-yl)]cyclohex-2-enylidene and a method for its preparation |
Also Published As
| Publication number | Publication date |
|---|---|
| PL234189B1 (en) | 2020-01-31 |
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