PL404965A1 - O-isobutyloximinofenchane and its manufacturing process - Google Patents
O-isobutyloximinofenchane and its manufacturing processInfo
- Publication number
- PL404965A1 PL404965A1 PL404965A PL40496513A PL404965A1 PL 404965 A1 PL404965 A1 PL 404965A1 PL 404965 A PL404965 A PL 404965A PL 40496513 A PL40496513 A PL 40496513A PL 404965 A1 PL404965 A1 PL 404965A1
- Authority
- PL
- Poland
- Prior art keywords
- reaction
- formula
- isobutyloximinofenchane
- manufacturing process
- isobutyloxyiminofenchane
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 239000012044 organic layer Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- LHXDLQBQYFFVNW-OIBJUYFYSA-N (-)-Fenchone Chemical compound C1C[C@@]2(C)C(=O)C(C)(C)[C@@H]1C2 LHXDLQBQYFFVNW-OIBJUYFYSA-N 0.000 abstract 1
- 229930006729 (1R,4S)-fenchone Natural products 0.000 abstract 1
- BTUGGGLMQBJCBN-UHFFFAOYSA-N 1-iodo-2-methylpropane Chemical compound CC(C)CI BTUGGGLMQBJCBN-UHFFFAOYSA-N 0.000 abstract 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 abstract 1
- 238000010934 O-alkylation reaction Methods 0.000 abstract 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 abstract 1
- LHXDLQBQYFFVNW-UHFFFAOYSA-N alpha-fenchone Natural products C1CC2(C)C(=O)C(C)(C)C1C2 LHXDLQBQYFFVNW-UHFFFAOYSA-N 0.000 abstract 1
- 239000002274 desiccant Substances 0.000 abstract 1
- 239000003205 fragrance Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
Abstract
Wynalazek dotyczy O-izobutyloksyiminofenchanu o wzorze 1 znajdującej zastosowanie jako środek zapachowy. Wynalazek ujawnia również sposób wytwarzania O-izobutyloksyiminofenchanu o wzorze 1, który polega na tym, że sól sodową oksymu (-)-fenchonu poddaje się reakcji O-alkilowania jodkiem izobutylu, przy czym reakcję prowadzi się pod refluksem w obecności toluenu jako rozpuszczalnika przez 25 godzin, a następnie po zakończeniu reakcji do kolby z mieszaniną reakcyjną wlewa się nasycony roztwór wodorowęglanu sodu, całość umieszcza się w rozdzielaczu, oddziela się warstwę organiczną od wodnej, a tę ostatnią ekstrahuje się dwukrotnie eterem dietylowym i połączone warstwy organiczne suszy się nad bezwodnym siarczanem magnezu, następnie odfiltrowuje się środek suszący i odparowuje się rozpuszczalniki.The invention relates to O-isobutyloxyiminofenchan of the formula I which is used as a fragrance. The invention also discloses a process for the preparation of O-isobutyloxyiminofenchane of formula 1, which consists in the sodium salt of (-) - fenchone oxime being subjected to an O-alkylation reaction with isobutyl iodide, the reaction being carried out under reflux in the presence of toluene as a solvent for 25 hours , and then after the reaction is completed, a saturated sodium bicarbonate solution is poured into the reaction flask, the whole is placed in a separatory funnel, the organic layer is separated from the aqueous one, the latter is extracted twice with diethyl ether and the combined organic layers are dried over anhydrous magnesium sulfate, the drying agent is then filtered off and the solvents are evaporated off.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL404965A PL221468B1 (en) | 2013-08-02 | 2013-08-02 | O-isobutyloximinofenchane and its manufacturing process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL404965A PL221468B1 (en) | 2013-08-02 | 2013-08-02 | O-isobutyloximinofenchane and its manufacturing process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL404965A1 true PL404965A1 (en) | 2014-03-31 |
| PL221468B1 PL221468B1 (en) | 2016-04-29 |
Family
ID=50350354
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL404965A PL221468B1 (en) | 2013-08-02 | 2013-08-02 | O-isobutyloximinofenchane and its manufacturing process |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL221468B1 (en) |
-
2013
- 2013-08-02 PL PL404965A patent/PL221468B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL221468B1 (en) | 2016-04-29 |
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