JPS6355498B2 - - Google Patents
Info
- Publication number
- JPS6355498B2 JPS6355498B2 JP57173966A JP17396682A JPS6355498B2 JP S6355498 B2 JPS6355498 B2 JP S6355498B2 JP 57173966 A JP57173966 A JP 57173966A JP 17396682 A JP17396682 A JP 17396682A JP S6355498 B2 JPS6355498 B2 JP S6355498B2
- Authority
- JP
- Japan
- Prior art keywords
- cis
- butylcyclohexanol
- formula
- isomer
- represented
- 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
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 14
- 229910017052 cobalt Inorganic materials 0.000 claims description 9
- 239000010941 cobalt Substances 0.000 claims description 9
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 230000003197 catalytic effect Effects 0.000 claims description 8
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 8
- 238000006722 reduction reaction Methods 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
- 239000000126 substance Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
- 229910000564 Raney nickel Inorganic materials 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- RCHLXMOXBJRGNX-UHFFFAOYSA-N 1-butylcyclohexan-1-ol Chemical compound CCCCC1(O)CCCCC1 RCHLXMOXBJRGNX-UHFFFAOYSA-N 0.000 description 1
- FDZSOJOJVCBNNI-UHFFFAOYSA-N 1-tert-butylcyclohexan-1-ol Chemical compound CC(C)(C)C1(O)CCCCC1 FDZSOJOJVCBNNI-UHFFFAOYSA-N 0.000 description 1
- DLTWBMHADAJAAZ-UHFFFAOYSA-N 2-tert-butylcyclohexan-1-ol Chemical compound CC(C)(C)C1CCCCC1O DLTWBMHADAJAAZ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- DSVGQVZAZSZEEX-UHFFFAOYSA-N [C].[Pt] Chemical compound [C].[Pt] DSVGQVZAZSZEEX-UHFFFAOYSA-N 0.000 description 1
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 1
- RPNNPZHFJPXFQS-UHFFFAOYSA-N methane;rhodium Chemical compound C.[Rh] RPNNPZHFJPXFQS-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- SBUXRMKDJWEXRL-ZWKOTPCHSA-N trans-body Chemical compound O=C([C@@H]1N(C2=O)[C@H](C3=C(C4=CC=CC=C4N3)C1)CC)N2C1=CC=C(F)C=C1 SBUXRMKDJWEXRL-ZWKOTPCHSA-N 0.000 description 1
- 238000005292 vacuum distillation 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 |
|---|---|---|---|
| JP57173966A JPS5965031A (ja) | 1982-10-05 | 1982-10-05 | ２−シス−ｔ−ブチルシクロヘキサノ−ルの製法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57173966A JPS5965031A (ja) | 1982-10-05 | 1982-10-05 | ２−シス−ｔ−ブチルシクロヘキサノ−ルの製法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5965031A JPS5965031A (ja) | 1984-04-13 |
| JPS6355498B2 true JPS6355498B2 (de) | 1988-11-02 |
Family
ID=15970332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57173966A Granted JPS5965031A (ja) | 1982-10-05 | 1982-10-05 | ２−シス−ｔ−ブチルシクロヘキサノ−ルの製法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5965031A (de) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10061540C2 (de) | 2000-12-11 | 2002-11-28 | Haarmann & Reimer Gmbh | Verfahren zur Herstellung von cis-2-tertiär-Butylcyclohexanol durch katalytische Hydrierung von 2-tertiär-Butylphenol |
| JP4870275B2 (ja) * | 2001-04-17 | 2012-02-08 | 花王株式会社 | 香料組成物 |
| JP4707281B2 (ja) * | 2001-08-10 | 2011-06-22 | 花王株式会社 | 光学活性エステル |
-
1982
- 1982-10-05 JP JP57173966A patent/JPS5965031A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5965031A (ja) | 1984-04-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN108698964B (zh) | 制备萜品烯-4-醇的方法 | |
| US4334107A (en) | Catalytic purification of phenol | |
| JPS6355498B2 (de) | ||
| RU2764524C2 (ru) | Способ получения инданкарбальдегида | |
| JP6918577B2 (ja) | 不均一系パラジウム触媒を用いたシクロアルカジエンまたはシクロアルケン構造を有する化合物の脱水素反応による芳香族化合物の製造方法 | |
| US4410755A (en) | Method to purify alpha-methyl styrene prior to catalytic hydrogenation | |
| JP3994246B2 (ja) | シクロドデカノール及びシクロドデカノンの製造法 | |
| JP3581514B2 (ja) | アルキルハロゲン化物の製法 | |
| JP2508155B2 (ja) | ４−ビフェニル酢酸の製造法 | |
| JPS6045862B2 (ja) | 芳香族アルコ−ル類の製造方法 | |
| JP3218102B2 (ja) | インドールまたはインドール誘導体の製造方法 | |
| EP0183160A1 (de) | Verfahren zur Herstellung von Indol | |
| JP3443583B2 (ja) | シス−２，６−ジメチルピペラジンの製造方法 | |
| JP2996713B2 (ja) | ２，３―シクロヘキセノピリジンの製造方法 | |
| JPH049780B2 (de) | ||
| JPH0395136A (ja) | メチルイソブチルケトンの製造法 | |
| JPH059427B2 (de) | ||
| US4496762A (en) | Process for the preparation of N-(2-(cyclo-hexen-1-yl)ethyl)-4-methoxybenzeneacetamide | |
| JPH0528225B2 (de) | ||
| JP2002348267A (ja) | ビス（４−アミノシクロヘキシル）メタンの製造方法 | |
| JPS63421B2 (de) | ||
| JPH034526B2 (de) | ||
| EP0043631B1 (de) | Verfahren zur Herstellung eines 6-Alkyl-valerolactons | |
| JPH0749385B2 (ja) | ３，３，５−トリメチルシクロヘキサノンの製造方法 | |
| JP3937186B2 (ja) | シクロプロパンカルバルデヒドの精製方法 |