ES369747A1 - Substituted hydro-2-naphthalenone - Google Patents
Substituted hydro-2-naphthalenoneInfo
- Publication number
- ES369747A1 ES369747A1 ES369747A ES369747A ES369747A1 ES 369747 A1 ES369747 A1 ES 369747A1 ES 369747 A ES369747 A ES 369747A ES 369747 A ES369747 A ES 369747A ES 369747 A1 ES369747 A1 ES 369747A1
- Authority
- ES
- Spain
- Prior art keywords
- hydrogen atom
- group
- methyl
- alpha
- isopropenyl
- 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
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 7
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- DBBKIVIJRKCHQR-UHFFFAOYSA-N 1-methyl-2-oxo-5-prop-1-en-2-ylcyclohexane-1-carbaldehyde Chemical compound C(=O)C1(C(CCC(C1)C(=C)C)=O)C DBBKIVIJRKCHQR-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- OKRYSHBYXGKYIP-UHFFFAOYSA-N 2-hydroxy-3-methylidene-4-prop-1-en-2-ylcyclohexan-1-one Chemical compound OC1C(CCC(C1=C)C(=C)C)=O OKRYSHBYXGKYIP-UHFFFAOYSA-N 0.000 abstract 1
- YQMUZRNPCVSBEH-UHFFFAOYSA-N 4-prop-1-en-2-ylcyclohexan-1-one Chemical compound CC(=C)C1CCC(=O)CC1 YQMUZRNPCVSBEH-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 238000006114 decarboxylation reaction Methods 0.000 abstract 1
- 238000006356 dehydrogenation reaction Methods 0.000 abstract 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- 230000011987 methylation Effects 0.000 abstract 1
- 238000007069 methylation reaction Methods 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
- C11B9/0046—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings
- C11B9/0049—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings the condensed rings sharing two common C atoms
- C11B9/0053—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings the condensed rings sharing two common C atoms both rings being six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/613—Unsaturated compounds containing a keto groups being part of a ring polycyclic
- C07C49/617—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system
- C07C49/623—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings
- C07C49/637—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings the condensed ring system containing ten carbon atoms
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)
Abstract
The invention comprises compounds of the Formula (I) where R1 represents a hydrogen atom or the group -COOR2 where R2 is an alkyl C 1-6 group, R3 and R4 are each a hydrogen atom or are joined so that carbon atoms 3 and 4 are linked by a double bond, R5 represents a hydrogen atom or a methyl group, R6 and R7 are each a hydrogen atom or are joined so that carbon atoms 1 and 8a are linked by a double bond, with the proviso that when R5 is a hydrogen atom, 3,4- and 1,8a-double bonds are present, and with the proviso that R5 cannot represent an [alpha]-oriented methyl group when R1 represents a hydrogen atom and that the methyl group at the 4a position is [alpha]-oriented unless R6 and R7 both represent hydrogen atoms or the 6- isopropenyl group is [alpha]-oriented and then it can be either [alpha]- or #-oriented. The compounds of Formula (I) having double bonds at the 3,4- and 1,8a-positions are prepared by reacting 2- formyl - 2 - methyl - 4 - isopropenyl cyclohexanone with acetone or a #-keto ester of the formula CH 3 .COCH 2 COOR2. The other compounds of Formula (I) can then be prepared by hydrogenative methylation in the 4-position, dehydrogenation, hydrogenation, hydrolysis and decarboxylation. 2 - Formyl - 2 - methyl - 4 - isopropenyl cyclohexanone is prepared by reacting methyl iodide with 2 - hydroxy - methylene - 4 - isopropenyl cyclohexanone, which is itself prepared by reacting ethyl formate with 4-isopropenylcyclohexanone.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1110468A CH499477A (en) | 1968-07-23 | 1968-07-23 | Substituted hydro 2 naphthalenones |
| CH1241368 | 1968-08-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES369747A1 true ES369747A1 (en) | 1971-06-16 |
Family
ID=25707783
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES369747A Expired ES369747A1 (en) | 1968-07-23 | 1969-07-22 | Substituted hydro-2-naphthalenone |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE736387A (en) |
| DE (1) | DE1934374A1 (en) |
| ES (1) | ES369747A1 (en) |
| FR (1) | FR2013526A1 (en) |
| GB (1) | GB1236320A (en) |
| IL (1) | IL32578A (en) |
| IT (1) | IT1043787B (en) |
| NL (1) | NL6911296A (en) |
| SE (1) | SE7201072L (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0110034B1 (en) * | 1982-11-02 | 1986-12-10 | Firmenich Sa | Use of a sesquiterpenic ketone as a perfuming and flavouring ingredient |
-
1969
- 1969-07-07 DE DE19691934374 patent/DE1934374A1/en active Pending
- 1969-07-08 IL IL3257869A patent/IL32578A/en unknown
- 1969-07-22 FR FR6924905A patent/FR2013526A1/fr not_active Withdrawn
- 1969-07-22 BE BE736387D patent/BE736387A/xx unknown
- 1969-07-22 ES ES369747A patent/ES369747A1/en not_active Expired
- 1969-07-23 GB GB3695569A patent/GB1236320A/en not_active Expired
- 1969-07-23 NL NL6911296A patent/NL6911296A/xx unknown
- 1969-07-23 IT IT2002569A patent/IT1043787B/en active
-
1972
- 1972-01-31 SE SE7201072A patent/SE7201072L/sv unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE736387A (en) | 1970-01-22 |
| DE1934374A1 (en) | 1970-01-29 |
| FR2013526A1 (en) | 1970-04-03 |
| SE7201072L (en) | 1972-01-31 |
| IL32578A (en) | 1973-02-28 |
| GB1236320A (en) | 1971-06-23 |
| NL6911296A (en) | 1970-01-27 |
| IT1043787B (en) | 1980-02-29 |
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