JPS6094937A - シクロヘキサン環をもつジヒドロキシジカルボン酸及びそのエステル - Google Patents
シクロヘキサン環をもつジヒドロキシジカルボン酸及びそのエステルInfo
- Publication number
- JPS6094937A JPS6094937A JP20332883A JP20332883A JPS6094937A JP S6094937 A JPS6094937 A JP S6094937A JP 20332883 A JP20332883 A JP 20332883A JP 20332883 A JP20332883 A JP 20332883A JP S6094937 A JPS6094937 A JP S6094937A
- Authority
- JP
- Japan
- Prior art keywords
- ester
- acid
- cyclohexane ring
- formula
- compound
- 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.)
- Granted
Links
- 150000002148 esters Chemical class 0.000 title claims abstract description 13
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 title claims description 9
- 239000002253 acid Substances 0.000 title claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000002994 raw material Substances 0.000 abstract description 10
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 abstract description 9
- 150000001875 compounds Chemical class 0.000 abstract description 7
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract description 4
- 239000012286 potassium permanganate Substances 0.000 abstract description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical group C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 238000006053 organic reaction Methods 0.000 abstract description 2
- 239000004094 surface-active agent Substances 0.000 abstract description 2
- 229920003002 synthetic resin Polymers 0.000 abstract description 2
- 239000000057 synthetic resin Substances 0.000 abstract description 2
- 230000001590 oxidative effect Effects 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- ACXGEQOZKSSXKV-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O.CCCCCCCC(O)=O ACXGEQOZKSSXKV-UHFFFAOYSA-N 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- ADHNUPOJJCKWRT-JLXBFWJWSA-N (2e,4e)-octadeca-2,4-dienoic acid Chemical compound CCCCCCCCCCCCC\C=C\C=C\C(O)=O ADHNUPOJJCKWRT-JLXBFWJWSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- -1 dicarboxylic acid monomethyl ester Chemical class 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012259 ether extract Substances 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 150000001261 hydroxy acids Chemical class 0.000 description 1
- 230000033444 hydroxylation Effects 0.000 description 1
- 238000005805 hydroxylation reaction Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20332883A JPS6094937A (ja) | 1983-10-28 | 1983-10-28 | シクロヘキサン環をもつジヒドロキシジカルボン酸及びそのエステル |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20332883A JPS6094937A (ja) | 1983-10-28 | 1983-10-28 | シクロヘキサン環をもつジヒドロキシジカルボン酸及びそのエステル |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6094937A true JPS6094937A (ja) | 1985-05-28 |
| JPS6150936B2 JPS6150936B2 (enExample) | 1986-11-06 |
Family
ID=16472187
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20332883A Granted JPS6094937A (ja) | 1983-10-28 | 1983-10-28 | シクロヘキサン環をもつジヒドロキシジカルボン酸及びそのエステル |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6094937A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPWO2008149409A1 (ja) * | 2007-05-29 | 2010-08-19 | 三菱電機株式会社 | エレベータロープの接続方法 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113207317A (zh) | 2019-12-12 | 2021-08-03 | 松下知识产权经营株式会社 | 燃料电池用的电极催化剂、燃料电池的电极催化剂层、膜电极接合体、燃料电池 |
-
1983
- 1983-10-28 JP JP20332883A patent/JPS6094937A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPWO2008149409A1 (ja) * | 2007-05-29 | 2010-08-19 | 三菱電機株式会社 | エレベータロープの接続方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6150936B2 (enExample) | 1986-11-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1543427A1 (de) | Verfahren zur Herstellung von Derivaten der 3,3-Dimethylhepten-(5)-carbonsaeure | |
| JPH0699354B2 (ja) | ベンジルアルコールの新誘導体 | |
| Matsui et al. | Studies on Chrysanthemic Acid: Part XVII. Stereospecific Synthesis of Optically Pure (+)-trans-Chrysanthemic Acid from (+)⊿ 3-Carene | |
| JPS6094937A (ja) | シクロヘキサン環をもつジヒドロキシジカルボン酸及びそのエステル | |
| DE2240206B2 (de) | Acetaldehydäthyllinalylacetal, Verfahren zu dessen Herstellung und dessen Verwendung als Riechstoff | |
| JP2010533644A (ja) | ハーフエステルの合成方法 | |
| US4411828A (en) | Fragrant tricyclic carboxylates | |
| JPH03130276A (ja) | α―アルキルラクトンの製法 | |
| US4374052A (en) | Perfume composition | |
| DE855992C (de) | Verfahren zur Herstellung von Vitamin-A-wirksamen Polyencarbon-saeuren, ihren Estern, Vitamin-A-Alkoholen bzw. ihren Estern | |
| DE2644762C2 (de) | Verwendung von 2-Äthyl-6,6-dimethyl-2-cyclohexen-1-carbonsäureäthylester als Riechstoff | |
| US6022982A (en) | Method for the development of δ-lactones and hydroxy acids from unsaturated fatty acids and their glycerides | |
| DE2328131C3 (de) | Neues Verfahren zur Herstellung von Prostaglandin-F↓2↓↓α↓ und seinen Analogen | |
| DE2523695C3 (de) | Verfahren zur Herstellung von bicyclischen γ-Lactonen | |
| JPS5926608B2 (ja) | β↓−サンタロ−ル，β↓−サンタレン，ジヒドロ↓−β↓−サンタロ−ル及び関連化合物の製造方法 | |
| EP0115007A1 (de) | Alkoxyessigsäuren, ein Verfahren zu ihrer Herstellung und ihre Verwendung | |
| US5849935A (en) | Method for the development of δ-lactones and hydroxy acids from unsaturated fatty acids and their glycerides | |
| JPS60161946A (ja) | 製薬用分岐型ｃ↓１↓０〜ｃ↓２↓０脂肪酸及びその製法 | |
| JPS60112738A (ja) | グリオキシル酸エステルの生成法 | |
| JP2003503373A (ja) | 分岐鎖の不飽和脂肪アルコール | |
| EP1243642A2 (de) | Verfahren zur Herstellung von Alkylcarbonsäureallylestern | |
| JPH06166680A (ja) | アルキル ３オクソ−２−ペンチル−１−シクロペンテンアセテートの製造法および並びに出発物質としてのエポキシ−エステル | |
| DE2830971A1 (de) | Dihydrobisabolene und dihydrobisabolol, deren herstellung und verwendung als duftstoffe | |
| DE1203256B (de) | Verfahren zur Herstellung von ungesaettigten Carbonsaeurecyclohexylestern | |
| JPS6129940B2 (enExample) |