JPS61205284A - ビニルシクロヘキセン誘導体およびその製造法 - Google Patents
ビニルシクロヘキセン誘導体およびその製造法Info
- Publication number
- JPS61205284A JPS61205284A JP60046850A JP4685085A JPS61205284A JP S61205284 A JPS61205284 A JP S61205284A JP 60046850 A JP60046850 A JP 60046850A JP 4685085 A JP4685085 A JP 4685085A JP S61205284 A JPS61205284 A JP S61205284A
- Authority
- JP
- Japan
- Prior art keywords
- group
- lower alkyl
- vinylcyclohexene
- formula
- structural formula
- 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
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical class C=CC1=CCCCC1 SDRZFSPCVYEJTP-UHFFFAOYSA-N 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 15
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- -1 Substituted-1,3-butadiene Chemical class 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 238000007363 ring formation reaction Methods 0.000 claims description 4
- 229910052723 transition metal Inorganic materials 0.000 claims description 2
- 150000003624 transition metals Chemical class 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 3
- 150000002899 organoaluminium compounds Chemical class 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 18
- 150000001875 compounds Chemical class 0.000 abstract description 9
- 239000002904 solvent Substances 0.000 abstract description 7
- BQIZQWJZCWVEGF-UHFFFAOYSA-N buta-1,3-dienylsilane Chemical class [SiH3]C=CC=C BQIZQWJZCWVEGF-UHFFFAOYSA-N 0.000 abstract description 3
- 239000006087 Silane Coupling Agent Substances 0.000 abstract description 2
- 238000009835 boiling Methods 0.000 abstract description 2
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- HWCCZVRBWGLIGI-UHFFFAOYSA-N buta-1,3-dien-2-yl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C(=C)C=C HWCCZVRBWGLIGI-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-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
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- DEMRFFKCHVQCFJ-UHFFFAOYSA-N buta-1,3-dien-2-yl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)C(=C)C=C DEMRFFKCHVQCFJ-UHFFFAOYSA-N 0.000 description 2
- SHWZFQPXYGHRKT-FDGPNNRMSA-N (z)-4-hydroxypent-3-en-2-one;nickel Chemical compound [Ni].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O SHWZFQPXYGHRKT-FDGPNNRMSA-N 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical class C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- 101150041968 CDC13 gene Proteins 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- FJIHDNQJJPBXOD-UHFFFAOYSA-N buta-1,3-dien-2-yl(dimethoxymethyl)silane Chemical compound COC(OC)[SiH2]C(=C)C=C FJIHDNQJJPBXOD-UHFFFAOYSA-N 0.000 description 1
- HVNLGTJPHUIWEO-UHFFFAOYSA-N buta-1,3-dien-2-yl(triethyl)silane Chemical compound CC[Si](CC)(CC)C(=C)C=C HVNLGTJPHUIWEO-UHFFFAOYSA-N 0.000 description 1
- CAFZSUDDCQOQTK-UHFFFAOYSA-N buta-1,3-dien-2-ylsilane Chemical class [SiH3]C(=C)C=C CAFZSUDDCQOQTK-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical class C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60046850A JPS61205284A (ja) | 1985-03-09 | 1985-03-09 | ビニルシクロヘキセン誘導体およびその製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60046850A JPS61205284A (ja) | 1985-03-09 | 1985-03-09 | ビニルシクロヘキセン誘導体およびその製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61205284A true JPS61205284A (ja) | 1986-09-11 |
| JPH0112757B2 JPH0112757B2 (enrdf_load_stackoverflow) | 1989-03-02 |
Family
ID=12758812
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60046850A Granted JPS61205284A (ja) | 1985-03-09 | 1985-03-09 | ビニルシクロヘキセン誘導体およびその製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61205284A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6431792A (en) * | 1987-07-29 | 1989-02-02 | Bridgestone Corp | Silane coupling agent |
-
1985
- 1985-03-09 JP JP60046850A patent/JPS61205284A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6431792A (en) * | 1987-07-29 | 1989-02-02 | Bridgestone Corp | Silane coupling agent |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0112757B2 (enrdf_load_stackoverflow) | 1989-03-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Ashby et al. | Hydrometalation. 5. Hydroalumination of alkenes and alkynes with complex metal hydrides of aluminum in the presence of bis (cyclopentadienyl) dichlorotitanium | |
| JPH02221285A (ja) | ビスインデニル誘導体およびその製造方法 | |
| Aufdermarsh Jr | Preparation and Some Reactions of 2-(1, 3-Butadienyl) magnesium Chloride | |
| EP0920403B1 (en) | Process for preparing cyclopentadienyl compounds | |
| JPS61205284A (ja) | ビニルシクロヘキセン誘導体およびその製造法 | |
| JPH03106830A (ja) | アルキニル化合物の連続製造方法 | |
| Lee et al. | Synthesis of bis (1, 2, 3-substituted cyclopentadienyl) zirconium dichloride derivatives and their use in ethylene polymerization | |
| JP3901800B2 (ja) | メタロセン化合物中のラセミ／メソ比の変更方法 | |
| Boudjouk et al. | Synthesis and reactivity of 1-silaadamantyl systems | |
| JP3905340B2 (ja) | 有機金属化合物の新規調製法 | |
| US4992591A (en) | Preparation of alpha-(3,4-disubstituted aryl) cyclic ketones | |
| EP0170517B1 (en) | Process for the production of 1,2-amino alcohols | |
| JP6596027B2 (ja) | インデンの合成のための方法 | |
| JPS61205285A (ja) | ビス−置換−１，３−ブタジエニル誘導体の無水マレイン酸付加物およびその製造法 | |
| JP4412758B2 (ja) | 前周期遷移金属のメタラシクロペンタジエンへのアルキン化合物の位置選択的な環化付加によるベンゼン誘導体の製造方法 | |
| US4524221A (en) | Process for the production of acyloins | |
| JP4978762B2 (ja) | シクロヘキサ−３−エン−１−オール誘導体の製造方法 | |
| CN119528960A (zh) | 一种通过烯醇醚双键移位制备烯丙基硅烷化合物的方法 | |
| WO1997049712A2 (en) | Production of bridged metallocene complexes and intermediates therefor | |
| US4556723A (en) | Process for the production of acyloins | |
| JPH0242836B2 (enrdf_load_stackoverflow) | ||
| Malanga et al. | Stereocontrolled Preparation of (Z)-1, 4-But-2-endiol Estersin Phase-Transfer Conditions | |
| JPS6261016B2 (enrdf_load_stackoverflow) | ||
| JP2001510448A (ja) | 橋状メタロセン錯体およびそれの中間体の製造 | |
| JP2002538128A (ja) | ４−ケトシクロペンテン及びシクロペンタジエン化合物の合成 |