ES423673A1 - Nor-sesquiterpene derivatives - Google Patents
Nor-sesquiterpene derivativesInfo
- Publication number
- ES423673A1 ES423673A1 ES423673A ES423673A ES423673A1 ES 423673 A1 ES423673 A1 ES 423673A1 ES 423673 A ES423673 A ES 423673A ES 423673 A ES423673 A ES 423673A ES 423673 A1 ES423673 A1 ES 423673A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- see
- alcohol
- see formula
- norpatchoulenol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 4
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 abstract 4
- OSQSDJNIURJARY-CDGCEXEKSA-N 41429-52-1 Chemical compound C1=CC[C@@]2(O)C(C)(C)[C@@H]3C[C@H]1[C@@]2(C)CC3 OSQSDJNIURJARY-CDGCEXEKSA-N 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000003205 fragrance Substances 0.000 abstract 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 2
- 230000003647 oxidation Effects 0.000 abstract 2
- 238000007254 oxidation reaction Methods 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000006735 epoxidation reaction Methods 0.000 abstract 1
- 238000006197 hydroboration reaction Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 230000009466 transformation Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0042—Essential oils; Perfumes compounds containing condensed hydrocarbon rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/385—Saturated compounds containing a keto group being part of a ring
- C07C49/487—Saturated compounds containing a keto group being part of a ring containing hydroxy groups
- C07C49/507—Saturated compounds containing a keto group being part of a ring containing hydroxy groups polycyclic
- C07C49/513—Saturated compounds containing a keto group being part of a ring containing hydroxy groups polycyclic a keto group being part of a condensed ring system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Fats And Perfumes (AREA)
Abstract
A procedure for the preparation of derivatives of norsesquiterpene, which respond to the general formula ** (See formula) ** in which a) R1-R4 represent hydrogen or two of the symbols R1 to R4 represent hydrogen and the other two, taken together, represent oxygen, or b) three of the symbols R1 to R4 represent hydrogen and the fourth represents hydroxyl, and that constitute raw material of odorant or intermediate nature to prepare odorants, characterized in that in its realization it comprises a series of successive transformation stages, the products of which in each of them are compounds included in the general formula, in which stages it is subjected to epoxidation the formula norpatchoulenol ** (See formula) ** to form the epoxy alcohol of the formula ** (See formula) ** and eventually, the epoxy alcohol of formula III, previously formed, is reduced, obtaining a glycol of the formula ** (See formula) ** which, subjected to oxidation, leads to the preparation of a keto alcohol of the formula ** (See formula) ** and optionally if norpatchoulenol of formula II is subjected to hydroboration and oxidation results in the formation of a glycol of formula ** (See formula) ** which, if desired, is oxidized resulting in a keto alcohol of the formula ** (See formula) ** or, in a variant, norpatchoulenol is hydrogenated, to constitute an alcohol of the formula ** (See formula) ** forming a succession of optionally interruptible steps in obtaining the preferred norsesquiterpene derivative of the general formula I. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH288473A CH579557A5 (en) | 1973-02-28 | 1973-02-28 | Norsesquiterpene derivs - useful aroma agents, made from norpatchoulenol |
| CH972373 | 1973-07-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES423673A1 true ES423673A1 (en) | 1976-11-16 |
Family
ID=25691635
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES423673A Expired ES423673A1 (en) | 1973-02-28 | 1974-02-27 | Nor-sesquiterpene derivatives |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS49134664A (en) |
| CA (1) | CA1024154A (en) |
| DE (1) | DE2407782A1 (en) |
| ES (1) | ES423673A1 (en) |
| FR (1) | FR2219138B1 (en) |
| GB (1) | GB1398706A (en) |
| IT (1) | IT1053530B (en) |
| NL (1) | NL7402595A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2960378D1 (en) * | 1978-08-10 | 1981-08-27 | Givaudan & Cie Sa | Methanonaphthalene, as well as a process for its preparation and its use for the preparation of norpatchoulenol |
-
1974
- 1974-02-19 DE DE19742407782 patent/DE2407782A1/en not_active Ceased
- 1974-02-20 IT IT4860374A patent/IT1053530B/en active
- 1974-02-26 NL NL7402595A patent/NL7402595A/xx not_active Application Discontinuation
- 1974-02-27 JP JP2322774A patent/JPS49134664A/ja active Pending
- 1974-02-27 ES ES423673A patent/ES423673A1/en not_active Expired
- 1974-02-27 GB GB888374A patent/GB1398706A/en not_active Expired
- 1974-02-27 FR FR7406597A patent/FR2219138B1/fr not_active Expired
- 1974-02-27 CA CA193,680A patent/CA1024154A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IT1053530B (en) | 1981-10-10 |
| DE2407782A1 (en) | 1974-08-29 |
| CA1024154A (en) | 1978-01-10 |
| JPS49134664A (en) | 1974-12-25 |
| NL7402595A (en) | 1974-08-30 |
| FR2219138B1 (en) | 1977-03-04 |
| GB1398706A (en) | 1975-06-25 |
| FR2219138A1 (en) | 1974-09-20 |
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