RU2008134087A - METHOD FOR PRODUCING 1,2,3,4,5,6,7,9,10,11,12,13,14,15-TETRADECAHYDRODicyclone [B, D] THIOPHENE - Google Patents
METHOD FOR PRODUCING 1,2,3,4,5,6,7,9,10,11,12,13,14,15-TETRADECAHYDRODicyclone [B, D] THIOPHENE Download PDFInfo
- Publication number
- RU2008134087A RU2008134087A RU2008134087/04A RU2008134087A RU2008134087A RU 2008134087 A RU2008134087 A RU 2008134087A RU 2008134087/04 A RU2008134087/04 A RU 2008134087/04A RU 2008134087 A RU2008134087 A RU 2008134087A RU 2008134087 A RU2008134087 A RU 2008134087A
- Authority
- RU
- Russia
- Prior art keywords
- cyclonone
- diene
- hours
- etalcl2
- thiophene
- Prior art date
Links
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 title claims abstract 6
- 229930192474 thiophene Natural products 0.000 title claims abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract 6
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 claims abstract 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract 4
- 239000002904 solvent Substances 0.000 claims abstract 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000012300 argon atmosphere Substances 0.000 claims abstract 2
- 239000003054 catalyst Substances 0.000 claims abstract 2
- 230000008020 evaporation Effects 0.000 claims abstract 2
- 238000001704 evaporation Methods 0.000 claims abstract 2
- 238000010438 heat treatment Methods 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims abstract 2
- 239000000843 powder Substances 0.000 claims abstract 2
- 239000011541 reaction mixture Substances 0.000 claims abstract 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910007926 ZrCl Inorganic materials 0.000 claims 2
- 210000004072 lung Anatomy 0.000 abstract 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Способ получения 1,2,3,4,5,6,7,9,10,11,12,13,14,15-тетрадекагидродициклонона[b,d]тиофена общей формулы (1): ! ! характеризующийся тем, что циклонона-1,2-диен подвергают взаимодействию с этилалюминийдихлоридом (EtAlCl2) в присутствии Mg (порошок) и катализатора цирконацендихлорида (Cp2ZrCl2), взятых в мольном соотношении циклонона-1,2-диен: EtAlCl2:Mg:Cp2ZrCl2=20:(11-13):20:(1.0-1.4), предпочтительно 20:12:20:1.2, в атмосфере аргона при комнатной температуре 20-22°С и атмосферном давлении в течение 6-8 ч в тетрагидрофуране, с последующим добавлением эквимольного к EtAlCl2 количества элементарной серы S8, бензола в качестве растворителя и нагреванием реакционной массы в течение 6 ч при температуре ~80°С, затем, после упаривания легких растворителей, реакционную массу выдерживают 1 ч при температуре ~140°С.The method of obtaining 1,2,3,4,5,6,7,9,10,11,12,13,14,15-tetradecahydrodicyclonone [b, d] thiophene of the general formula (1):! ! characterized in that the cyclonone-1,2-diene is reacted with ethyl aluminum dichloride (EtAlCl2) in the presence of Mg (powder) and a zirconacene dichloride catalyst (Cp2ZrCl2) taken in a molar ratio of cyclonone-1,2-diene: EtAlCl2: Mg: Cp2ZrCl2 = 20 : (11-13): 20: (1.0-1.4), preferably 20: 12: 20: 1.2, in an argon atmosphere at room temperature of 20-22 ° C and atmospheric pressure for 6-8 hours in tetrahydrofuran, followed by addition equimolar to EtAlCl2 amounts of elemental sulfur S8, benzene as solvent and heating the reaction mass for 6 hours at a temperature Ur ~ 80 ° C, then, after evaporation of solvents lungs, the reaction mixture was kept 1 h at ~ 140 ° C.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008134087/04A RU2402542C2 (en) | 2008-08-19 | 2008-08-19 | 1,2,3,4,5,6,7,9,10,11,12,13,14,15-TETRADECAHYDRO-DICYCLONONE[b,d]THIOPHENE SYNTHESIS METHOD |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008134087/04A RU2402542C2 (en) | 2008-08-19 | 2008-08-19 | 1,2,3,4,5,6,7,9,10,11,12,13,14,15-TETRADECAHYDRO-DICYCLONONE[b,d]THIOPHENE SYNTHESIS METHOD |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2008134087A true RU2008134087A (en) | 2010-02-27 |
| RU2402542C2 RU2402542C2 (en) | 2010-10-27 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2008134087/04A RU2402542C2 (en) | 2008-08-19 | 2008-08-19 | 1,2,3,4,5,6,7,9,10,11,12,13,14,15-TETRADECAHYDRO-DICYCLONONE[b,d]THIOPHENE SYNTHESIS METHOD |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2402542C2 (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2213742C1 (en) * | 2002-03-25 | 2003-10-10 | ГУ Институт нефтехимии и катализа АН РБ и УНЦ РАН | Method for preparing 3-thia-exso-tricyclo-[5.2.1.02.6]-decane |
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2008
- 2008-08-19 RU RU2008134087/04A patent/RU2402542C2/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| RU2402542C2 (en) | 2010-10-27 |
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| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20100906 |