RU2008134090A - METHOD FOR PRODUCING 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14.15, 15, 15A, 15B-TETRADECAGIDRODICYCLONE [B, D] THIOPHENE - Google Patents
METHOD FOR PRODUCING 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14.15, 15, 15A, 15B-TETRADECAGIDRODICYCLONE [B, D] THIOPHENE Download PDFInfo
- Publication number
- RU2008134090A RU2008134090A RU2008134090/04A RU2008134090A RU2008134090A RU 2008134090 A RU2008134090 A RU 2008134090A RU 2008134090/04 A RU2008134090/04 A RU 2008134090/04A RU 2008134090 A RU2008134090 A RU 2008134090A RU 2008134090 A RU2008134090 A RU 2008134090A
- Authority
- RU
- Russia
- Prior art keywords
- etmgbr
- cyclonone
- diene
- hours
- 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
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract 10
- FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 claims abstract 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract 6
- MKNXBRLZBFVUPV-UHFFFAOYSA-L cyclopenta-1,3-diene;dichlorotitanium Chemical compound Cl[Ti]Cl.C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 MKNXBRLZBFVUPV-UHFFFAOYSA-L 0.000 claims abstract 3
- 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
- 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
- 239000002904 solvent Substances 0.000 claims abstract 2
Landscapes
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Способ получения 1,2,3,4,5,6,10,11,12,13,14,15,15a,15b-тетрадекагидродициклонона[b,d]тиофена общей формулы (1): ! ! характеризующийся тем, что циклонона-1,2-диен подвергают взаимодействию с этилмагнийбромидом (EtMgBr/эфир) в присутствии Mg (порошок) и катализатора титанацендихлорида (Ср2TiCl2), взятых в мольном соотношении циклонона-1,2-диен:EtMgBr:Mg:Cp2TiCl2=20:(22-26):20:(1.0-1.4), предпочтительно 20:24:20:1.2, в атмосфере аргона при комнатной температуре (20-22°С) и атмосферном давлении в течение 6-8 ч в диэтиловом эфире, с последующим добавлением эквимольного к EtMgBr количества элементной серы S8, бензола в качестве растворителя и нагреванием реакционной массы в течение 5 ч при температуре ~40°С.The method of obtaining 1,2,3,4,5,6,10,11,12,13,14,15,15a, 15b-tetradecahydrodicyclonone [b, d] thiophene of the general formula (1):! ! characterized in that the cyclonone-1,2-diene is reacted with ethylmagnesium bromide (EtMgBr / ether) in the presence of Mg (powder) and a titanacenedichloride catalyst (Cp2TiCl2) taken in a molar ratio of cyclonone-1,2-diene: EtMgBr: Mg: Cp2TiCl2 = 20: (22-26): 20: (1.0-1.4), preferably 20: 24: 20: 1.2, in an argon atmosphere at room temperature (20-22 ° C) and atmospheric pressure for 6-8 hours in diethyl ether, followed by the addition of an equimolar to EtMgBr amount of elemental sulfur S8, benzene as a solvent and heating the reaction mixture for 5 hours at temperatures ~ 40 ° C.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008134090/04A RU2398772C2 (en) | 2008-08-19 | 2008-08-19 | 1,2,3,4,5,6,10,11,12,13,14,15,15a,15b-TETRADECAHYDRO-DICYCLONONE[b,d]THIOPHENE SYNTHESIS METHOD |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008134090/04A RU2398772C2 (en) | 2008-08-19 | 2008-08-19 | 1,2,3,4,5,6,10,11,12,13,14,15,15a,15b-TETRADECAHYDRO-DICYCLONONE[b,d]THIOPHENE SYNTHESIS METHOD |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2008134090A true RU2008134090A (en) | 2010-02-27 |
| RU2398772C2 RU2398772C2 (en) | 2010-09-10 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2008134090/04A RU2398772C2 (en) | 2008-08-19 | 2008-08-19 | 1,2,3,4,5,6,10,11,12,13,14,15,15a,15b-TETRADECAHYDRO-DICYCLONONE[b,d]THIOPHENE SYNTHESIS METHOD |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2398772C2 (en) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1666456A1 (en) * | 1989-02-21 | 1991-07-30 | Институт химии Башкирского научного центра Уральского отделения АН СССР | Method for obtaining 3-thiatetracyclo-@@@-10-tridecene |
| 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 RU2008134090/04A patent/RU2398772C2/en not_active IP Right Cessation
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| Publication number | Publication date |
|---|---|
| RU2398772C2 (en) | 2010-09-10 |
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| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20100820 |