ES2596276T3 - Procedimiento para procesar mezclas - Google Patents
Procedimiento para procesar mezclas Download PDFInfo
- Publication number
- ES2596276T3 ES2596276T3 ES13724287.1T ES13724287T ES2596276T3 ES 2596276 T3 ES2596276 T3 ES 2596276T3 ES 13724287 T ES13724287 T ES 13724287T ES 2596276 T3 ES2596276 T3 ES 2596276T3
- Authority
- ES
- Spain
- Prior art keywords
- general formula
- alcohol
- formula
- branched
- mixture
- 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.)
- Active
Links
- 239000000203 mixture Substances 0.000 title abstract description 9
- 238000000034 method Methods 0.000 title description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 10
- 239000002253 acid Substances 0.000 abstract description 7
- 150000001875 compounds Chemical class 0.000 abstract description 7
- 239000003446 ligand Substances 0.000 abstract description 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract description 4
- 150000003839 salts Chemical class 0.000 abstract description 4
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 238000007869 Guerbet synthesis reaction Methods 0.000 abstract description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- -1 n-octyl Chemical group 0.000 description 8
- 238000004821 distillation Methods 0.000 description 7
- QPRQEDXDYOZYLA-UHFFFAOYSA-N 2-methylbutan-1-ol Chemical compound CCC(C)CO QPRQEDXDYOZYLA-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 5
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- IWTBVKIGCDZRPL-LURJTMIESA-N 3-Methylbutanol Natural products CC[C@H](C)CCO IWTBVKIGCDZRPL-LURJTMIESA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000001760 fusel oil Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 239000012074 organic phase Substances 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 230000009466 transformation Effects 0.000 description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 2
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical compound [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 description 1
- DRGAZIDRYFYHIJ-UHFFFAOYSA-N 2,2':6',2''-terpyridine Chemical compound N1=CC=CC=C1C1=CC=CC(C=2N=CC=CC=2)=N1 DRGAZIDRYFYHIJ-UHFFFAOYSA-N 0.000 description 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical compound C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 description 1
- OCBFFGCSTGGPSQ-UHFFFAOYSA-N [CH2]CC Chemical compound [CH2]CC OCBFFGCSTGGPSQ-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001720 carbohydrates Chemical group 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/32—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions without formation of -OH groups
- C07C29/34—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions without formation of -OH groups by condensation involving hydroxy groups or the mineral ester groups derived therefrom, e.g. Guerbet reaction
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/86—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12169997 | 2012-05-30 | ||
| EP12169997 | 2012-05-30 | ||
| PCT/EP2013/060651 WO2013178531A1 (de) | 2012-05-30 | 2013-05-23 | Verfahren zur aufarbeitung von gemischen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2596276T3 true ES2596276T3 (es) | 2017-01-05 |
Family
ID=48471004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES13724287.1T Active ES2596276T3 (es) | 2012-05-30 | 2013-05-23 | Procedimiento para procesar mezclas |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP2855409B1 (enExample) |
| JP (1) | JP2015523338A (enExample) |
| KR (1) | KR20150022921A (enExample) |
| CN (1) | CN104768906B (enExample) |
| AU (1) | AU2013269843A1 (enExample) |
| BR (1) | BR112014029733A2 (enExample) |
| ES (1) | ES2596276T3 (enExample) |
| MX (1) | MX2014014620A (enExample) |
| RU (1) | RU2014153660A (enExample) |
| SG (1) | SG11201407342SA (enExample) |
| WO (1) | WO2013178531A1 (enExample) |
| ZA (1) | ZA201409464B (enExample) |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6706692A (enExample) | 1966-05-18 | 1967-11-20 | ||
| NL6709801A (enExample) * | 1966-07-21 | 1968-01-22 | ||
| US3862994A (en) * | 1973-06-06 | 1975-01-28 | Continental Oil Co | Process for condensation of alcohols |
| DE19734673A1 (de) * | 1997-08-11 | 1999-02-18 | Rwe Dea Ag | Verfahren zur Herstellung von metallfreien Guerbetalkoholen |
| US8318990B2 (en) * | 2007-12-20 | 2012-11-27 | Mitsubishi Chemical Corporation | Process of producing alcohol |
| CN101823938B (zh) * | 2010-04-23 | 2012-12-05 | 浙江大学 | 正丁醇催化缩合制备异辛醇的方法 |
-
2013
- 2013-05-23 BR BR112014029733A patent/BR112014029733A2/pt not_active IP Right Cessation
- 2013-05-23 WO PCT/EP2013/060651 patent/WO2013178531A1/de not_active Ceased
- 2013-05-23 JP JP2015514428A patent/JP2015523338A/ja not_active Withdrawn
- 2013-05-23 EP EP13724287.1A patent/EP2855409B1/de not_active Not-in-force
- 2013-05-23 CN CN201380027356.8A patent/CN104768906B/zh not_active Expired - Fee Related
- 2013-05-23 KR KR20147036732A patent/KR20150022921A/ko not_active Withdrawn
- 2013-05-23 MX MX2014014620A patent/MX2014014620A/es unknown
- 2013-05-23 AU AU2013269843A patent/AU2013269843A1/en not_active Abandoned
- 2013-05-23 RU RU2014153660A patent/RU2014153660A/ru not_active Application Discontinuation
- 2013-05-23 SG SG11201407342SA patent/SG11201407342SA/en unknown
- 2013-05-23 ES ES13724287.1T patent/ES2596276T3/es active Active
-
2014
- 2014-12-22 ZA ZA2014/09464A patent/ZA201409464B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP2855409A1 (de) | 2015-04-08 |
| JP2015523338A (ja) | 2015-08-13 |
| MX2014014620A (es) | 2015-08-06 |
| BR112014029733A2 (pt) | 2017-06-27 |
| SG11201407342SA (en) | 2015-05-28 |
| WO2013178531A1 (de) | 2013-12-05 |
| EP2855409B1 (de) | 2016-07-13 |
| RU2014153660A (ru) | 2016-07-20 |
| KR20150022921A (ko) | 2015-03-04 |
| CN104768906B (zh) | 2016-11-02 |
| ZA201409464B (en) | 2016-08-31 |
| CN104768906A (zh) | 2015-07-08 |
| AU2013269843A1 (en) | 2014-11-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Kharasch et al. | Reactions of atoms and free radicals in solution. IV. Decomposition of acetyl peroxide in aliphatic acids—A new synthesis of succinic acid and its substitution derivatives | |
| ES2653613T3 (es) | Procedimiento para la preparación de derivados de carbamato de fenilo | |
| JP2019194256A (ja) | カルボン酸エステルの製造方法 | |
| ES2626530T3 (es) | Nuevo compuesto diol de tipo alicíclico y método para su producción | |
| BR112015014335B1 (pt) | (6r,10r)-6,10,14-trimetilpentadecan-2-ona preparada a partir de 6,10-dimetilundec-5-en-2-ona ou 6,10 dimetilundeca-5,9-dien-2-ona | |
| BR112021000679A2 (pt) | Método para preparar (met)acrilatos ácidos c-h | |
| CN104058967A (zh) | 适用于制备烯烃聚合催化剂的不饱和环取代二酸酯化合物 | |
| JP6066986B2 (ja) | ｓ−トリアジン化合物の調製方法 | |
| ES2596276T3 (es) | Procedimiento para procesar mezclas | |
| Zhang et al. | Structure and Photochemical Properties of r‐1, c‐2, t‐3, t‐4‐l, 3‐Bis [2‐(5‐R‐benzoxazolyl)]− 2, 4‐di (4‐R'‐phenyl) cyclobutane | |
| JP6651854B2 (ja) | シクロブタンテトラカルボン酸誘導体の製造方法 | |
| CN111072605B (zh) | 一种氟烷基取代的苯并呋喃衍生物或吲哚衍生物的制备方法 | |
| US20190127322A1 (en) | Method for producing n-retinoylcysteic acid alkyl ester | |
| Kharasch et al. | Reactions of Atoms and Free Radicals. VII. Diacetyl Peroxide as an Agent for Linking α-Carbon to α-Carbon Atoms in Organic Esters | |
| CN1473832A (zh) | (3aS,6aR)－1，3－二苄基－四氢－4H呋喃并[3，4－d]－咪唑－2，4〔1H〕－二酮〔I〕的合成方法 | |
| Zhu et al. | Practical and highly stereoselective method for the preparation of several chiral arylsulfinamides and arylsulfinates based on the spontaneous crystallization of diastereomerically pure N-benzyl-N-(1-phenylethyl)-arylsulfinamides | |
| Friedman et al. | Influence of solvent on diazoalkane-alkyldiazonium ion equilibriums in amine deaminations | |
| JP5558833B2 (ja) | Ｎ−ヒドロキシアルキル化イミダゾールの（メタ）アクリル酸エステルの製造方法 | |
| Hedaya et al. | The Synthesis and Stability of N, N ″-Bisuccinimidyl | |
| Stepanenko et al. | Novel dimethoxy (aminoalkoxy) borate derived from (S)-diphenylprolinol as highly efficient catalyst for the enantioselective boron-mediated reduction of prochiral ketones | |
| ES2649568T3 (es) | Síntesis mejorada de la peretinoína | |
| RU2605936C1 (ru) | Способ получения диэфиров 5,7-диметил-3-карбокси-1-адамантилуксусной кислоты | |
| RU2526619C2 (ru) | Способ получения (2r,4r)-2-алкил-3-(2-меркаптобензоил)-1,3-тиазолидин-4-карбоновых кислот | |
| Corrêa et al. | 11 Reaction: Organocatalytic Asymmetric Tandem Epoxidation–Passerini | |
| ES2587303T3 (es) | Método para la producción de enoléteres cíclicos |