SU448636A3 - Способ получени транс-хризантемовой кислоты - Google Patents
Способ получени транс-хризантемовой кислотыInfo
- Publication number
- SU448636A3 SU448636A3 SU1857815A SU1857815A SU448636A3 SU 448636 A3 SU448636 A3 SU 448636A3 SU 1857815 A SU1857815 A SU 1857815A SU 1857815 A SU1857815 A SU 1857815A SU 448636 A3 SU448636 A3 SU 448636A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- chrysanthemic acid
- alkali metal
- chrysanthemic
- trans
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 22
- XLOPRKKSAJMMEW-SFYZADRCSA-N (+)-trans-chrysanthemic acid Chemical compound CC(C)=C[C@@H]1[C@@H](C(O)=O)C1(C)C XLOPRKKSAJMMEW-SFYZADRCSA-N 0.000 title claims description 14
- 229910052783 alkali metal Inorganic materials 0.000 claims description 9
- 150000001340 alkali metals Chemical class 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- 125000005233 alkylalcohol group Chemical group 0.000 claims description 4
- XLOPRKKSAJMMEW-UHFFFAOYSA-N chrysanthemic acid Chemical compound CC(C)=CC1C(C(O)=O)C1(C)C XLOPRKKSAJMMEW-UHFFFAOYSA-N 0.000 claims description 4
- 150000001447 alkali salts Chemical class 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 150000002334 glycols Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000012442 inert solvent Substances 0.000 claims 2
- 150000002170 ethers Chemical class 0.000 claims 1
- 159000000011 group IA salts Chemical class 0.000 claims 1
- 239000002253 acid Substances 0.000 description 18
- 239000007788 liquid Substances 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 12
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- 239000000126 substance Substances 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 8
- 238000004587 chromatography analysis Methods 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XAKBEOUVVTWXNF-UHFFFAOYSA-N 3,3,7,7-tetramethyl-4-oxabicyclo[4.1.0]heptan-5-one Chemical compound C1C(C)(C)OC(=O)C2C(C)(C)C21 XAKBEOUVVTWXNF-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000002596 lactones Chemical group 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- XLOPRKKSAJMMEW-HTQZYQBOSA-N (-)-cis-chrysanthemic acid Chemical compound CC(C)=C[C@@H]1[C@H](C(O)=O)C1(C)C XLOPRKKSAJMMEW-HTQZYQBOSA-N 0.000 description 1
- 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 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP46102853A JPS4867258A (enExample) | 1971-12-18 | 1971-12-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU448636A3 true SU448636A3 (ru) | 1974-10-30 |
Family
ID=14338472
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1857815A SU448636A3 (ru) | 1971-12-18 | 1972-12-15 | Способ получени транс-хризантемовой кислоты |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS4867258A (enExample) |
| BE (1) | BE792680A (enExample) |
| CA (1) | CA975795A (enExample) |
| CH (1) | CH586177A5 (enExample) |
| DE (1) | DE2261611A1 (enExample) |
| DK (1) | DK133277C (enExample) |
| FR (1) | FR2163739B1 (enExample) |
| GB (1) | GB1360763A (enExample) |
| IT (1) | IT976010B (enExample) |
| NL (1) | NL7217004A (enExample) |
| SU (1) | SU448636A3 (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2713538A1 (de) * | 1977-03-26 | 1978-09-28 | Bayer Ag | Verfahren zur trennung stereoisomerer cyclischer carbonsaeuren |
| JP4788068B2 (ja) * | 2001-06-20 | 2011-10-05 | 住友化学株式会社 | ラクトン類の製造方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS433104Y1 (enExample) * | 1965-07-23 | 1968-02-08 |
-
0
- BE BE792680D patent/BE792680A/xx unknown
-
1971
- 1971-12-18 JP JP46102853A patent/JPS4867258A/ja active Pending
-
1972
- 1972-12-11 IT IT7088472A patent/IT976010B/it active
- 1972-12-14 GB GB5782372A patent/GB1360763A/en not_active Expired
- 1972-12-14 NL NL7217004A patent/NL7217004A/xx not_active Application Discontinuation
- 1972-12-15 DK DK626772A patent/DK133277C/da active
- 1972-12-15 FR FR7244929A patent/FR2163739B1/fr not_active Expired
- 1972-12-15 SU SU1857815A patent/SU448636A3/ru active
- 1972-12-15 DE DE19722261611 patent/DE2261611A1/de active Pending
- 1972-12-18 CH CH1839472A patent/CH586177A5/xx not_active IP Right Cessation
- 1972-12-18 CA CA159,262A patent/CA975795A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2261611A1 (de) | 1973-06-20 |
| DK133277B (da) | 1976-04-20 |
| GB1360763A (en) | 1974-07-24 |
| CA975795A (en) | 1975-10-07 |
| IT976010B (it) | 1974-08-20 |
| DK133277C (da) | 1976-09-20 |
| BE792680A (fr) | 1973-03-30 |
| CH586177A5 (enExample) | 1977-03-31 |
| JPS4867258A (enExample) | 1973-09-13 |
| FR2163739B1 (enExample) | 1976-08-27 |
| NL7217004A (enExample) | 1973-06-20 |
| FR2163739A1 (enExample) | 1973-07-27 |
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