- Method for Preparation of 5-Vinyl-2-Norbornene
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The present invention relates to a method for preparing 5-vinyl-2-norbornene (VNB) by making cyclopentadiene (CPD) react with butadiene. The present invention uses a non-polar solvent having a relative polarity of 0.15 or less for a reaction, and thus can reduce selectivity of oligomers and THI, which are non-reusable byproducts, and increase the selectivity of 5-vinyl-2-norbornene.(AA) DCP pyrolysis(BB) VNB synthesis(CC) THI separation(DD) BD/CPD separation(EE) VCH separation(FF) VNB separationCOPYRIGHT KIPO 2020
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Paragraph 0027-0038
(2020/09/02)
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- Method for Production of 5-Vinyl-2-Norbornene Using Porous Titanosilicate Catalyst
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The present invention relates to a method for manufacturing 5-vinyl-2-norbornene (VNB) by conducting reaction of cyclopentadiene (CPD) with 1,3-butadiene (BD). The method uses a porous titanosilicate catalyst, thereby providing an effect of increasing the selectivity of VNB and reducing the selectivity of by-product oligomer.(AA) CPD conversion ratio (%)(BB) VNB selectivity (%)(CC) THI selectivity (%)(DD) DCPD selectivity (%)(EE) Oligomer selectivity (%)(FF) Conversion ratio and selectivity (%)COPYRIGHT KIPO 2020
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Paragraph 0036-0040; 0045-0046
(2020/09/10)
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- Synthesis of 5-vinyl-2-norbornene through Diels–Alder reaction of cyclopentadiene with 1,3-butadiene in supercritical carbon dioxide
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An efficient method for the synthesis of 5-vinyl-2-norbornene from cyclopentadiene and 1,3-butadiene was developed. The Diels–Alder reaction of cyclopentadiene with 1,3-butadiene proceeded smoothly in supercritical carbon dioxide in the absence of any pol
- Meng, Fan-Qiang,Feng, Xiu-Juan,Wang, Wan-Hui,Bao, Ming
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p. 900 - 904
(2017/05/16)
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- 5-ethylidene-2-norborene ENB method for the production of (by machine translation)
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The invention relates to a production method for ENB (5-ethylene-2-norbornylene) and mainly aims to solve the problems in the prior art that the purity of a product is low and the energy consumption is high. The adopted production method for the ENB comprises the following steps: (1) raw materials and a solvent are sent to a first reaction vessel through a static mixer; (2) the reaction product in the first reaction vessel enters into a light component removing tower, tower top light components return to the first reaction vessel and tower kettle heavy components enter into a heavy component removing tower; (3) the kettle components of the heavy component removing tower enter into a DCPD tower, and tower top distilled liquid is purified to obtain a DCPD product; (4) the heavy component removing tower kettle components enter into a VCH tower, the VCH is obtained at the tower top; tower kettle components enter into a VNB tower, THI is obtained in a VNB tower kettle and the VNB is obtained at the tower top; (5) VNB enters into an isomerization reaction vessel to obtain ENB. The problems are better solved by the technical scheme and the production method can be applied in the ENB production.
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Paragraph 0020-0026
(2017/05/26)
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- PROCESS FOR PRODUCING HIGH PURITY EXO-ALKENYLNORBORNENE
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Embodiments of the present invention are directed generally to methods for producing high purity exo-alkenylnorbornenes from a mixture of conformational isomers thereof.
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Page/Page column 13
(2009/07/02)
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- Synthesis of 12-Oxophytodienoic Acid (12-OxoPDA) and the Compounds of its Enzymic Degradation Cascade in Plants, OPC-8:0, -6:0, -4:0 and -2:0 (epi-Jasmonic Acid), as their Methyl Esters
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The synthesis of 12-Oxophytodienoic acid, and the compounds of its enzymatic degradation sequence, OPC-8:0, -6:0, -4:0 and -2:0, important plant metabolites derived from linolenic acid, is reported.The syntheses use the known cyclopent-3-ene-1,2-diacetic acid as an early intermediate, and this is derived from the Cope rearrangement of 5-vinyltrinorborn-2-ene via bicyclonona-3,7-diene.Iodolactonisation and tributyltin hydride reduction provides the key intermediate (3-oxo-2-oxabicyclooctan-6-yl)acetic acid for the OPC series, whilstphenylselenolactonisation and elimination provides the necessary unsaturated lactone (7-oxo-8-oxabicyclooct-2-en-4-yl)acetic acid for 12-oxoPDA.Members of the OPC-series were made by chain extending the saturated oxabicyclooctane acid: that for the OPC-4:0 involved double Arndt-Eistert reaction, whilst the intermediates for OPC-6:0 and -8:0 were made by Kolbe anodic crossed coupling.The lactones were than converted via their lactols, Wittig reaction, esterfication and oxidation, into the compounds of the OPC ester series, including OPC-2:0 (methyl epi-jasmonate).The unsaturate lactone 8-(7-oxo-8-oxabicyclooct-2-en-4-yl)octanoic acid required for 12-oxoPDA synthesis could also be prepared by anodic synthesis either from (7-oxo-8-oxa-bicyclooct-2-en-4-yl)acetic acid, or from its 2-phenylseleno-2,3-dihydro precursor as elimination occurred concomitantly during the reaction.Since yields were low, the unsaturated acid lactone was converted into its lactol and the (Z)-pent-2-enyl side-chain was inserted first.After TBDMS blocking of the cyclopentene hydroxy group, the side-chain was elaborated to give5-(pent-2-enyl)cyclopent-2-enylacetaldehyde and chain extension carried out by a Grignard-demesylation procedure.Sequential desilylation and depyranylation, followed by oxidation of the diol, gave 12-oxoPDA, isolated as its methyl ester.
- Crombie, Leslie,Mistry, Kamlesh M.
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p. 1981 - 1991
(2007/10/02)
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- Synthesis of compounds of the 12-oxophytodienoic acid cascade: OPCs-8:0, 6:0, 4:0, and 2:0 (epi-jasmonic acid)
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The β-oxidation compounds of the cis series OPC-8:0, 6:0, 4:0, and 2:0 (epi-jasmonic acid), formed metabolically from dihydro-12-oxophytodienoic acid, are synthesised as their methyl esters; plant regulating functions are associated with the acids of this series.
- Crombie, Leslie,Mistry, Kamlesh M.
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p. 539 - 540
(2007/10/02)
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- Diademane and Structurally Related Compounds, I. Preparation and Characteristic Reactions of Some Tris-?-homobenzene Hydrocarbons
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Diademane (5) and 1,6-Homodiademane (6) are the first hydrocarbons with cis-tris-?-homobenzene skeletons.They were prepared by photoisomerization of the olefinic precursors 8 (snoutene) and 15 (4,5-homosnoutene), respectively.In an analogous reaction the bridged trans-tris-?-homobenzene 7 was formed from 17 (endo,exo-bishomobarrelene). 7 is more easily obtained from 17 by rhodium(I)-catalyzed isomerization or from exo,exo-bishomobarrelene 18 by thermal rearrangement.The unbridged 4 was prepared using a newly developed synthetic sequence starting from 1,3-cyclohexadiene.The thermal rearrangement of 5 and 6 to triquinancene (9) and 1,10-homotriquinancene (16) is very facile; the gas phase kinetic parameters (ln k (5) = 33.7 - 31600/RT and ln k (6) = 32.2 - 28300/RT, both first order) strongly corroborate, that these rearrangements are concerted ?2S + ?2S + ?2S> cycloreversions. -labelled 4 upon thermolysis yields a trans-bicyclonona-3,7-diene (31 22) with a 12C-labelling pattern, which proves its formation via a 3-step mechanism.The first step in this sequence most probably is a ?2S + ?2S + ?2S> cycloreversion with ln k = 30.8 - 42000/RT (first order).Only the bridged compound 7 does not follow the sample path, probably due to excessive ring strain in the transition state, and prefers a stepwise cycloreversion leading to 18 and at least 5 secondary products.
- Kaufmann, Dieter,Fick, Hans-Heinrich,Schallner, Otto,Spielmann, Werner,Meyer, Lueder-Ulrich,et al.
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p. 587 - 609
(2007/10/02)
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- A REGIOSPECIFIC DOUBLE BOND SHIF INDUCED BY TITANOCENE CATALYSTS
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cis-Bicyclo(4.3.0)-3,7-nonadien is isomerized by titanocene-derived catalysts to bicyclo(4.3.0)-2,9-nonadiene.
- Turecek, F.,Antropiusova', H.,Mach, K.,Hanus, V.,Sedmera, P.
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p. 637 - 640
(2007/10/02)
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