CN102203108B - 用于从醇和氨制备胺的方法 - Google Patents
用于从醇和氨制备胺的方法 Download PDFInfo
- Publication number
- CN102203108B CN102203108B CN200980131089.2A CN200980131089A CN102203108B CN 102203108 B CN102203108 B CN 102203108B CN 200980131089 A CN200980131089 A CN 200980131089A CN 102203108 B CN102203108 B CN 102203108B
- Authority
- CN
- China
- Prior art keywords
- formula
- alcohol
- ammonia
- solvent
- water
- 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.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/14—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups
- C07C209/16—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
- B01J31/146—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of boron
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B43/00—Formation or introduction of functional groups containing nitrogen
- C07B43/04—Formation or introduction of functional groups containing nitrogen of amino groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/02—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D305/04—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D305/06—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0046—Ruthenium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/60—Quinoline or hydrogenated quinoline ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/64—Acridine or hydrogenated acridine ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8770808P | 2008-08-10 | 2008-08-10 | |
| US61/087,708 | 2008-08-10 | ||
| PCT/IL2009/000778 WO2010018570A1 (en) | 2008-08-10 | 2009-08-10 | Process for preparing amines from alcohols and ammonia |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102203108A CN102203108A (zh) | 2011-09-28 |
| CN102203108B true CN102203108B (zh) | 2014-10-22 |
Family
ID=41259988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200980131089.2A Expired - Fee Related CN102203108B (zh) | 2008-08-10 | 2009-08-10 | 用于从醇和氨制备胺的方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US8586742B2 (https=) |
| EP (1) | EP2307431B1 (https=) |
| JP (1) | JP5738185B2 (https=) |
| CN (1) | CN102203108B (https=) |
| AU (1) | AU2009280778B2 (https=) |
| CA (1) | CA2732947A1 (https=) |
| WO (1) | WO2010018570A1 (https=) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004005108A1 (de) | 2004-02-02 | 2005-10-27 | Basf Ag | Verfahren zur Herstellung von Polyisobutenylphenolen |
| DE102011004465A1 (de) | 2010-09-10 | 2012-03-15 | Evonik Degussa Gmbh | Verfahren zur direkten Aminierung sekundärer Alkohole mit Ammoniak zu primären Aminen |
| EP2629889B1 (en) | 2010-10-19 | 2019-04-03 | Yeda Research and Development Co. Ltd. | Ruthenium complexes and their uses in processes for formation and/or hydrogenation of esters, amides and derivatives thereof |
| DE102011075162A1 (de) * | 2010-12-08 | 2012-06-14 | Evonik Degussa Gmbh | Verfahren zur homogen-katalysierte, hochselektiven direkten Aminierung von primären Alkoholen mit Ammoniak zu primären Aminen bei hohem Volumenverhältnis von Flüssig- zu Gasphase und/oder hohen Drücken |
| DE102011003595B4 (de) * | 2011-02-03 | 2014-04-17 | Evonik Degussa Gmbh | Herstellung von in ihrer Hauptkette linearen primären Diaminen für Polyamidsynthesen |
| CN103370302B (zh) | 2011-02-21 | 2015-06-17 | 赢创德固赛有限公司 | 借助Xantphos催化剂体系用氨将醇直接胺化成伯胺的方法 |
| US9193666B2 (en) | 2011-03-08 | 2015-11-24 | Basf Se | Process for preparing alkanolamines by homogeneously catalyzed alcohol amination |
| WO2012119930A1 (de) | 2011-03-08 | 2012-09-13 | Basf Se | Verfahren zur herstellung von primären aminen durch homogen-katalysierte alkoholaminierung |
| US8785693B2 (en) | 2011-03-08 | 2014-07-22 | Basf Se | Process for the preparation of primary amines by homogeneously catalyzed alcohol amination |
| US8912361B2 (en) * | 2011-03-08 | 2014-12-16 | Basf Se | Process for preparing di-, tri- and polyamines by homogeneously catalyzed alcohol amination |
| US8637709B2 (en) | 2011-03-08 | 2014-01-28 | Basf Se | Process for the preparation of primary amines by homogeneously catalyzed alcohol amination |
| MY161194A (en) | 2011-03-08 | 2017-04-14 | Basf Se | Method for producing diamines, triamines and polyamines by homogeneously catalyzed alcohol amination |
| MY185051A (en) * | 2011-03-08 | 2021-04-30 | Basf Se | Method for the preparation primary amines by homogeneous catalysed amination of alcohols |
| MX2013010113A (es) * | 2011-03-08 | 2013-12-06 | Basf Se | Metodo para la produccion de alcanolaminas mediante aminacion de alcohol catalizada homogenamente. |
| WO2012154945A2 (en) | 2011-05-11 | 2012-11-15 | University Of Florida Research Foundation, Inc. | Ono pincer ligands and ono pincer ligand comprising metal complexes |
| US8853400B2 (en) | 2012-07-23 | 2014-10-07 | Basf Se | Process for the homogeneously catalyzed amination of alcohols with ammonia in the presence of a complex catalyst which comprises no anionic ligands |
| JP6049878B2 (ja) * | 2012-07-23 | 2016-12-21 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | アニオン性配位子を有しない錯体触媒の存在下でのアンモニアを用いるアルコールの均一系触媒作用によるアミノ化法 |
| CN103626995A (zh) * | 2012-08-21 | 2014-03-12 | 杜邦公司 | 由二醇和二胺制备聚酰胺的方法 |
| EP3057935B1 (en) | 2013-10-15 | 2018-12-26 | Rhodia Operations | Process for forming primary, secondary or tertiary amine via direct amination reaction |
| WO2015109452A1 (en) * | 2014-01-22 | 2015-07-30 | Rhodia Operations | Catalyzed amination of alcohols in aqueous medium |
| IL234478A0 (en) | 2014-09-04 | 2014-12-02 | Yeda Res & Dev | Ruthenium complexes and their use for the preparation and/or hydrogenation of esters, amides and their derivatives |
| IL234479A0 (en) | 2014-09-04 | 2014-12-02 | Yeda Res & Dev | A liquid hydrogen storage system based on a catalytic process for the preparation and hydrogenation of a cyclic peptide from 2-aminoethanol and 2-(methylamino)ethanol |
| EP3218350B1 (en) * | 2014-11-10 | 2022-01-05 | Rhodia Operations | Process for forming amine by direct amination reaction |
| CN104804048B (zh) * | 2015-05-25 | 2017-09-22 | 洛阳师范学院 | N‑取代苄基氨基膦钳型环钌双膦化合物及其制备方法和应用 |
| DE102015217088B4 (de) * | 2015-09-07 | 2021-01-21 | Volkswagen Aktiengesellschaft | Verfahren zur Herstellung eines Halbzeugs aus einem polyamidhaltigen Verbundwerkstoff und daraus erhaltenes Halbzeug |
| CN107778182B (zh) * | 2016-08-29 | 2020-06-02 | 南京理工大学 | 一种合成n-烷基芳胺的方法 |
| US10774035B2 (en) | 2016-09-23 | 2020-09-15 | Umicore Ag & Co. Kg | Preparation of amino acids and amino acid derivatives |
| CN107245066B (zh) * | 2017-06-26 | 2019-10-18 | 浙江大学 | 一种选择性制备糠胺或四氢糠胺的方法 |
| US20240409494A1 (en) * | 2021-10-12 | 2024-12-12 | Huntsman Petrochemical Llc | Method of producing alkoxylated ether amines and uses thereof |
| CN114805259B (zh) * | 2022-05-09 | 2024-01-12 | 厦门大学 | 一种耐失活镍基催化剂上糠醇选择性胺化制备糠胺的方法 |
| JP7817887B2 (ja) * | 2022-06-02 | 2026-02-19 | 旭化成株式会社 | ルテニウム錯体の製造方法、並びにルテニウム錯体及びこれを用いたジアミンの製造方法 |
| WO2026003287A2 (en) | 2024-06-28 | 2026-01-02 | Basf Se | Method for the synthesis of acridine based phosphine ligands |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5912106B2 (ja) * | 1979-02-21 | 1984-03-21 | 花王株式会社 | 脂肪族アミンの製造方法 |
| DE19652350A1 (de) * | 1996-12-17 | 1998-06-18 | Studiengesellschaft Kohle Mbh | Neue Katalysatoren aus Übergangsmetallverbindungen und 4,5-Diphosphinoacridin-Liganden |
| WO2007104357A1 (en) | 2006-03-14 | 2007-09-20 | Jacobs University Bremen Ggmbh | Synthesis of amines with catalytic amounts of mild lewis acids |
| WO2007104359A1 (en) | 2006-03-14 | 2007-09-20 | Jacobs University Bremen Ggmbh | Synthesis of amines with ytterbium lewis acids |
| US8178723B2 (en) * | 2007-10-30 | 2012-05-15 | Yeda Research And Development Co. Ltd. | Process for preparing amides from alcohols and amines |
-
2009
- 2009-08-10 CA CA2732947A patent/CA2732947A1/en not_active Abandoned
- 2009-08-10 WO PCT/IL2009/000778 patent/WO2010018570A1/en not_active Ceased
- 2009-08-10 JP JP2011522611A patent/JP5738185B2/ja not_active Expired - Fee Related
- 2009-08-10 CN CN200980131089.2A patent/CN102203108B/zh not_active Expired - Fee Related
- 2009-08-10 US US13/057,989 patent/US8586742B2/en active Active
- 2009-08-10 AU AU2009280778A patent/AU2009280778B2/en not_active Expired - Fee Related
- 2009-08-10 EP EP09787521A patent/EP2307431B1/en not_active Not-in-force
-
2013
- 2013-10-18 US US14/058,191 patent/US8779136B2/en active Active
-
2014
- 2014-06-05 US US14/297,116 patent/US8889865B2/en active Active
Non-Patent Citations (3)
| Title |
|---|
| Direct Conversion of Alcohols to Acetals and H2 Catalyzed by an Acridine-Based Ruthenium Pincer Complex;Chidambaram Gunanathan,et al.;《J. AM. CHEM. SOC.》;20090213;第131卷(第9期);3146-3147 * |
| Selective Synthesis of Primary Amines Directly from Alcohols and Ammonia;Chidambaram Gunanathan,et al.;《Angew. Chem. Int. Ed.》;20081008;第47卷(第45期);8661-8664 * |
| The First Efficient Hydroaminomethylation with Ammonia: With Dual Metal Catalysts and Two-Phase Catalysis to Primary Amines;Burkhard Zimmermann,et al.;《Angew. Chem. Int. Ed.》;19991231;第38卷(第16期);2372-2375 * |
Also Published As
| Publication number | Publication date |
|---|---|
| US8586742B2 (en) | 2013-11-19 |
| CN102203108A (zh) | 2011-09-28 |
| US8779136B2 (en) | 2014-07-15 |
| US20140046065A1 (en) | 2014-02-13 |
| US8889865B2 (en) | 2014-11-18 |
| AU2009280778A1 (en) | 2010-02-18 |
| EP2307431A1 (en) | 2011-04-13 |
| HK1159114A1 (en) | 2012-07-27 |
| US20110152525A1 (en) | 2011-06-23 |
| JP5738185B2 (ja) | 2015-06-17 |
| JP2011530408A (ja) | 2011-12-22 |
| CA2732947A1 (en) | 2010-02-18 |
| EP2307431B1 (en) | 2012-12-26 |
| AU2009280778B2 (en) | 2013-07-25 |
| WO2010018570A1 (en) | 2010-02-18 |
| US20140288306A1 (en) | 2014-09-25 |
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