JPH0535136B2 - - Google Patents
Info
- Publication number
- JPH0535136B2 JPH0535136B2 JP61226290A JP22629086A JPH0535136B2 JP H0535136 B2 JPH0535136 B2 JP H0535136B2 JP 61226290 A JP61226290 A JP 61226290A JP 22629086 A JP22629086 A JP 22629086A JP H0535136 B2 JPH0535136 B2 JP H0535136B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- damascone
- isodamascone
- compound
- methylene
- 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 - Lifetime
Links
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 27
- IXLLBXDECOMIBP-FNORWQNLSA-N (e)-1-(2,2-dimethyl-6-methylidenecyclohexyl)but-2-en-1-one Chemical compound C\C=C\C(=O)C1C(=C)CCCC1(C)C IXLLBXDECOMIBP-FNORWQNLSA-N 0.000 claims description 13
- 238000006317 isomerization reaction Methods 0.000 claims description 10
- 235000006408 oxalic acid Nutrition 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- IZGDBFFMSJMXMP-UHFFFAOYSA-N 1-(2,2-dimethyl-6-methylidenecyclohexyl)but-3-en-1-one Chemical compound CC1(C)CCCC(=C)C1C(=O)CC=C IZGDBFFMSJMXMP-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 description 14
- 238000000034 method Methods 0.000 description 8
- 239000012043 crude product Substances 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- BGTBFNDXYDYBEY-FNORWQNLSA-N 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one Chemical compound C\C=C\C(=O)C1=C(C)CCCC1(C)C BGTBFNDXYDYBEY-FNORWQNLSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- OYDWDCKYMFYCNM-UHFFFAOYSA-N 1-(4,4-dimethyl-2-methylidenecyclohexyl)but-3-en-1-one Chemical compound CC1(C)CCC(C(=O)CC=C)C(=C)C1 OYDWDCKYMFYCNM-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- -1 etc. can be used Chemical compound 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61226290A JPS6383038A (ja) | 1986-09-26 | 1986-09-26 | γ−ダマスコン及びγ−イソダマスコンの製法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61226290A JPS6383038A (ja) | 1986-09-26 | 1986-09-26 | γ−ダマスコン及びγ−イソダマスコンの製法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6383038A JPS6383038A (ja) | 1988-04-13 |
| JPH0535136B2 true JPH0535136B2 (cs) | 1993-05-25 |
Family
ID=16842895
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61226290A Granted JPS6383038A (ja) | 1986-09-26 | 1986-09-26 | γ−ダマスコン及びγ−イソダマスコンの製法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6383038A (cs) |
-
1986
- 1986-09-26 JP JP61226290A patent/JPS6383038A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6383038A (ja) | 1988-04-13 |
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