PL407205A1 - Aromatic 2-hydroxy-5-methyl-9-oxabicyclo[4.3.0]nonan-8-one and method of obtaining aromatic hydroxylactone - Google Patents
Aromatic 2-hydroxy-5-methyl-9-oxabicyclo[4.3.0]nonan-8-one and method of obtaining aromatic hydroxylactoneInfo
- Publication number
- PL407205A1 PL407205A1 PL407205A PL40720514A PL407205A1 PL 407205 A1 PL407205 A1 PL 407205A1 PL 407205 A PL407205 A PL 407205A PL 40720514 A PL40720514 A PL 40720514A PL 407205 A1 PL407205 A1 PL 407205A1
- Authority
- PL
- Poland
- Prior art keywords
- aromatic
- methyl
- hydroxylactone
- nonan
- oxabicyclo
- Prior art date
Links
- 125000003118 aryl group Chemical group 0.000 title abstract 3
- HLIMZCCQFCRRMG-UHFFFAOYSA-N 7-hydroxy-4-methyl-3a,4,5,6,7,7a-hexahydro-3H-1-benzofuran-2-one Chemical compound OC1C2OC(CC2C(CC1)C)=O HLIMZCCQFCRRMG-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- BVMJVZAGKRIBFI-UHFFFAOYSA-N 2-(4-methylcyclohex-2-en-1-yl)acetic acid Chemical compound CC1CCC(CC(O)=O)C=C1 BVMJVZAGKRIBFI-UHFFFAOYSA-N 0.000 abstract 1
- ONJHCPBQRTZRLQ-UHFFFAOYSA-N CCOC(CC1C2OC2C(C)CC1)=O Chemical compound CCOC(CC1C2OC2C(C)CC1)=O ONJHCPBQRTZRLQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- 238000006735 epoxidation reaction Methods 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 239000002778 food additive Substances 0.000 abstract 1
- 235000013373 food additive Nutrition 0.000 abstract 1
- 239000003205 fragrance Substances 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 238000007273 lactonization reaction Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Landscapes
- Epoxy Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
Abstract
Przedmiotem wynalazku jest 2-hydroksy-5-metylo-9-oksabicyklo [4.3.0]nonan-8-on o wzorze o mało intensywnym, owocowym zapachu, z lekką nutą ziołową oraz sposób jego otrzymywania na drodze syntezy chemicznej z estru etylowego kwasu (4-metylocykloheks-2-en-1-ylo)octowego, który jest mieszaniną diastereoizomerów. W wyniku epoksydacji w rozpuszczalniku organicznym otrzymuje się ester etylowy kwasu (4-metylo-2,3-epoksycykloheks-1-ylo)octowego. Otrzymany związek poddaje się reakcji laktonizacji kwasowej otrzymując hydroksylakton. Wynalazek może znaleźć zastosowanie w przemyśle kosmetycznym jako składnik kompozycji zapachowych lub w przemyśle spożywczym jako aromatyczny dodatek do żywności.The subject of the invention is 2-hydroxy-5-methyl-9-oxabicyclo [4.3.0] nonan-8-one with a formula with a low intense, fruity aroma, with a slight herbal note and a method of obtaining it by chemical synthesis from acid ethyl ester ( 4-methylcyclohex-2-en-1-yl) acetic acid, which is a mixture of diastereomers. Epoxidation in an organic solvent yields (4-methyl-2,3-epoxycyclohex-1-yl) acetic acid ethyl ester. The obtained compound is subjected to an acid lactonization reaction to obtain hydroxylactone. The invention may find use in the cosmetics industry as an ingredient in fragrance compositions or in the food industry as an aromatic food additive.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL407205A PL221297B1 (en) | 2014-02-17 | 2014-02-17 | Aromatic 2-hydroxy-5-methyl-9-oxabicyclo[4.3.0]nonan-8-one and method of obtaining aromatic hydroxylactone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL407205A PL221297B1 (en) | 2014-02-17 | 2014-02-17 | Aromatic 2-hydroxy-5-methyl-9-oxabicyclo[4.3.0]nonan-8-one and method of obtaining aromatic hydroxylactone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL407205A1 true PL407205A1 (en) | 2015-02-16 |
| PL221297B1 PL221297B1 (en) | 2016-03-31 |
Family
ID=52464713
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL407205A PL221297B1 (en) | 2014-02-17 | 2014-02-17 | Aromatic 2-hydroxy-5-methyl-9-oxabicyclo[4.3.0]nonan-8-one and method of obtaining aromatic hydroxylactone |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL221297B1 (en) |
-
2014
- 2014-02-17 PL PL407205A patent/PL221297B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL221297B1 (en) | 2016-03-31 |
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