ES366943A1 - Procedure for the preparation of derivatives of 1-etil-3, 3-dimethyl-cyclohexane. (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for the preparation of derivatives of 1-etil-3, 3-dimethyl-cyclohexane. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES366943A1 ES366943A1 ES366943A ES366943A ES366943A1 ES 366943 A1 ES366943 A1 ES 366943A1 ES 366943 A ES366943 A ES 366943A ES 366943 A ES366943 A ES 366943A ES 366943 A1 ES366943 A1 ES 366943A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- hydrogen
- compound
- dimethyl
- translation
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 8
- 229910052739 hydrogen Inorganic materials 0.000 abstract 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 8
- 150000001875 compounds Chemical class 0.000 abstract 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 abstract 3
- 125000002339 acetoacetyl group Chemical group O=C([*])C([H])([H])C(=O)C([H])([H])[H] 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- FUDNBFMOXDUIIE-UHFFFAOYSA-N 3,7-dimethylocta-1,6-diene Chemical compound C=CC(C)CCC=C(C)C FUDNBFMOXDUIIE-UHFFFAOYSA-N 0.000 abstract 1
- GPQOPWVKNFRPTL-UHFFFAOYSA-N 3-ethyl-1,1-dimethylcyclohexane Chemical class CCC1CCCC(C)(C)C1 GPQOPWVKNFRPTL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- -1 alkyl acetoacetate Chemical compound 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 235000019260 propionic acid Nutrition 0.000 abstract 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 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
- C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
- C11B9/0034—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing six carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
- C07C45/292—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/29—Saturated compounds containing keto groups bound to rings
- C07C49/303—Saturated compounds containing keto groups bound to rings to a six-membered ring
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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Fats And Perfumes (AREA)
Abstract
Process for the preparation of 1-ethyl-3,3-dimethyl-cyclohexane derivatives of the general formula ** (see formula) ** Wherein x is hydrogen and y is cr (where r is hydrogen, acetyl, propionyl or acetoacetyl) or x or y, together, are oxygen, Characterized by: A) reacting 2,6-dimethyl-2,7-octadiene with acetic acid or propionic acid, in the presence of a lewis acid as catalyst, to form a compound of formula i wherein x is hydrogen and y is or (wherein r is acetyl or propionyl); O well B) saponifying a compound of the formula i wherein x is hydrogen and y is or (where r is acetyl or propionyl), to form a compound of the formula i wherein x is hydrogen and y is hydroxyl; O well C) oxidizing a compound of the formula i in which x is hydrogen and y is hydroxyl, to form a compound of the formula i wherein x and y together are oxygen; O well D) reacting a compound of the formula i in which x is hydrogen and y is hydroxyl, with a lower alkyl acetoacetate, in an alkaline medium, to form a compound of the formula i in which x is hydrogen and y is or (where r is acetoacetyl). (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72806368A | 1968-05-09 | 1968-05-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES366943A1 true ES366943A1 (en) | 1971-03-16 |
Family
ID=24925258
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES366943A Expired ES366943A1 (en) | 1968-05-09 | 1969-05-08 | Procedure for the preparation of derivatives of 1-etil-3, 3-dimethyl-cyclohexane. (Machine-translation by Google Translate, not legally binding) |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE732205A (en) |
| DE (1) | DE1923223A1 (en) |
| ES (1) | ES366943A1 (en) |
| FR (1) | FR2008167A1 (en) |
| NL (1) | NL6907053A (en) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2658567C2 (en) * | 1976-12-23 | 1986-09-18 | Henkel KGaA, 4000 Düsseldorf | Use of cis- and trans-3,3,5-trimethylcyclohexyl ethyl ether and mixtures thereof as fragrances, as well as fragrance compositions containing them |
| US6093691A (en) * | 1996-08-19 | 2000-07-25 | The Procter & Gamble Company | Rinse added fabric softening compositions and method of use for the delivery of fragrance derivatives |
| CN1233282A (en) | 1996-08-19 | 1999-10-27 | 普罗格特-甘布尔公司 | Laundry detergent compositions comprising 'beta'-ketoester pro-fragrances |
| US6126953A (en) * | 1996-08-19 | 2000-10-03 | The Procter & Gamble Company | Fragrance delivery systems for personal care articles |
| US6100233A (en) * | 1996-08-19 | 2000-08-08 | The Procter & Gamble Company | Odor control compositions comprising β-ketoester pro-fragrances |
| US6083892A (en) * | 1997-08-19 | 2000-07-04 | The Procter & Gamble Company | Automatic dishwashing detergents comprising β-ketoester pro-fragrances |
| DE69905136T2 (en) * | 1998-09-09 | 2003-10-09 | Firmenich S.A., Genf/Geneve | ESTER WITH A MUSK SMELL AND THEIR APPLICATION IN PERFUME |
| US6384269B1 (en) | 1999-08-25 | 2002-05-07 | Firmenich Sa | Esters with musky odor and their use in perfumery |
| DE10214675A1 (en) * | 2002-04-03 | 2003-10-16 | Haarmann & Reimer Gmbh | New alicyclic esters with a musky smell |
| US6774260B2 (en) | 2002-09-14 | 2004-08-10 | International Flavors & Fragrances Inc. | Fruity musk compositions |
| DE602004000271T2 (en) * | 2003-02-24 | 2006-08-31 | Firmenich S.A. | Fragrance component with flower character |
| ATE499973T1 (en) * | 2007-09-07 | 2011-03-15 | Givaudan Sa | DIMETHYLCYCLOHEXYL DERIVATIVES AS AN AGENT FOR NEUTRALIZING UNPLEASANT ODORS |
| FR2959738B1 (en) * | 2010-05-05 | 2012-05-11 | Mane Fils V | COMPOUNDS WITH BOOKED NOTE. |
| US9157048B2 (en) | 2010-10-25 | 2015-10-13 | Symrise Ag | Perfume |
| US12031106B2 (en) | 2018-11-12 | 2024-07-09 | Symrise Ag | Use of 1-ethyl-4,4-dimethyl-cyclohexane derivatives as fragrances |
| WO2020125993A1 (en) * | 2018-12-20 | 2020-06-25 | Symrise Ag | Alicyclic musk fragrance compounds |
| WO2021204380A1 (en) * | 2020-04-08 | 2021-10-14 | Symrise Ag | Esters as fragrance compounds |
| EP4387950A1 (en) * | 2021-08-20 | 2024-06-26 | Basf Se | Use of 1-(4- tert- butyl cyclohexyl) propyl acetate as aroma ingredient |
-
1969
- 1969-04-28 BE BE732205D patent/BE732205A/xx unknown
- 1969-05-07 DE DE19691923223 patent/DE1923223A1/en active Pending
- 1969-05-08 ES ES366943A patent/ES366943A1/en not_active Expired
- 1969-05-08 NL NL6907053A patent/NL6907053A/xx unknown
- 1969-05-09 FR FR6915025A patent/FR2008167A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| BE732205A (en) | 1969-10-28 |
| FR2008167A1 (en) | 1970-01-16 |
| NL6907053A (en) | 1969-11-11 |
| DE1923223A1 (en) | 1969-11-20 |
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