PL401727A1 - Oksym-1(4,7,7-trimetylo-3-bicyklo[4.1.0]-hept-4-enylo)etanonu i sposób jego otrzymywania - Google Patents
Oksym-1(4,7,7-trimetylo-3-bicyklo[4.1.0]-hept-4-enylo)etanonu i sposób jego otrzymywaniaInfo
- Publication number
- PL401727A1 PL401727A1 PL401727A PL40172712A PL401727A1 PL 401727 A1 PL401727 A1 PL 401727A1 PL 401727 A PL401727 A PL 401727A PL 40172712 A PL40172712 A PL 40172712A PL 401727 A1 PL401727 A1 PL 401727A1
- Authority
- PL
- Poland
- Prior art keywords
- hept
- enyl
- bicyclo
- trimethyl
- ethanone
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- ROWVVQNLCFRLBG-UHFFFAOYSA-N C1=C(C)C(C(=NO)C)CC2C(C)(C)C12 Chemical compound C1=C(C)C(C(=NO)C)CC2C(C)(C)C12 ROWVVQNLCFRLBG-UHFFFAOYSA-N 0.000 abstract 2
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 abstract 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- DXLORVVCLBWYCC-OUAUKWLOSA-N 1-[(1r,3r,6s)-4,7,7-trimethyl-3-bicyclo[4.1.0]hept-4-enyl]ethanone Chemical compound C1=C(C)[C@H](C(=O)C)C[C@H]2C(C)(C)[C@@H]12 DXLORVVCLBWYCC-OUAUKWLOSA-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
- 238000004440 column chromatography Methods 0.000 abstract 1
- 239000012043 crude product Substances 0.000 abstract 1
- 239000002274 desiccant Substances 0.000 abstract 1
- 239000012153 distilled water Substances 0.000 abstract 1
- 239000003480 eluent Substances 0.000 abstract 1
- 239000003205 fragrance Substances 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000012044 organic layer Substances 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 235000017557 sodium bicarbonate Nutrition 0.000 abstract 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
Abstract
Przedmiotem wynalazku jest oksym 1-(4,7,7-trimetylo-3-bicyklo[4.1.0]-hept-4-enylo) etanonu o wzorze 1 znajdujacy zastosowanie jako substancja zapachowa lub farmakologiczna. Wynalazek ujawnia takze sposób otrzymywania oksymu 1-(4,7,7-trimetylo-3-bicyklo[4.1.0]-hept-4-enylo) etanonu o wzorze 1, charakteryzujacy sie tym, ze w dwuszyjnej kolbie umieszcza sie 1,4 nadmiar ketonu ((+)-1-[(1R, 3R, 6S)-4,7,7-trimetylobicyklo[4.1.0]hept-4-en-3-ylo]- etanonu) do chlorowodorku hydroksyloaminy i do NaHCO3 po czym do tak przygotowanej mieszaniny dodaje sie 30 ml metanolu i 6 ml wody destylowanej, mieszanine reakcyjna ogrzewa sie pod refluksem przez okolo 3 godziny, a po uplywie okolo 3 godzin reakcje przerywa sie, mieszanine chlodzi sie, ekstrahuje sie trzykrotnie heksanem, a warstwe organiczna suszy sie nad bezwodnym siarczanem magnezu, po czym srodek suszacy odfiltrowuje sie, a rozpuszczalnik odparowuje na wyparce rotacyjnej. Surowy produkt oczyszcza sie za pomoca chromatografii kolumnowej, gdzie eluent to heksan: octan etylu w stosunku 3:1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL401727A PL218153B1 (pl) | 2012-11-22 | 2012-11-22 | Oksym1-(4,7,7-trimetylo-3-bicyklo[4.1.0]-hept-4-enylo)etanonu i sposób jego otrzymywania |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL401727A PL218153B1 (pl) | 2012-11-22 | 2012-11-22 | Oksym1-(4,7,7-trimetylo-3-bicyklo[4.1.0]-hept-4-enylo)etanonu i sposób jego otrzymywania |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL401727A1 true PL401727A1 (pl) | 2013-07-22 |
| PL218153B1 PL218153B1 (pl) | 2014-10-31 |
Family
ID=48877698
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL401727A PL218153B1 (pl) | 2012-11-22 | 2012-11-22 | Oksym1-(4,7,7-trimetylo-3-bicyklo[4.1.0]-hept-4-enylo)etanonu i sposób jego otrzymywania |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL218153B1 (pl) |
-
2012
- 2012-11-22 PL PL401727A patent/PL218153B1/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL218153B1 (pl) | 2014-10-31 |
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