KR970700156A - 5-포르밀발레르 산 및 5-포르밀발러레이트 에스테르의 제조 방법(process for the preparation of 5-formylvaleric acid and 5-formylvalerate ester) - Google Patents
5-포르밀발레르 산 및 5-포르밀발러레이트 에스테르의 제조 방법(process for the preparation of 5-formylvaleric acid and 5-formylvalerate ester)Info
- Publication number
- KR970700156A KR970700156A KR1019960703576A KR19960703576A KR970700156A KR 970700156 A KR970700156 A KR 970700156A KR 1019960703576 A KR1019960703576 A KR 1019960703576A KR 19960703576 A KR19960703576 A KR 19960703576A KR 970700156 A KR970700156 A KR 970700156A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- pentenoate
- ester
- phosphite
- formylvalerate
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/716—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/373—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in doubly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C67/347—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to unsaturated carbon-to-carbon bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
본 발명은 5-포르밀발레르 산 및 5-포르밀발러레이트 에스테르의 제조방법에 관한 것으로서, 5-포르밀발레르산 또는 상응의 5-포르밀발러레이트가 로듐과 포스파이트 리간드로 구성된 촉매의 존재하에 3-펜테노산 또는 3-펜테노에이트 에스테르를 일산화탄소와 수소로 히드로포르밀화시킴으로써 제조되고, 이때 상기 포스파이트 리간드가 하기 일반식으로 표현되는 것을 특징으로 한다.
(식에서, R1및 R2은 동일하거나 다른 방향족 유기기이며, A는 n가의 기 또는 원자이며, n은 2 이상에서 선택된 정수이고, [-O-P(OR1)(OR2)]기는 동일하거나 다를 수 있으며, 상기 포스파이트는 로듐과 킬레이트형 복합물을 형성한다.)
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (8)
- 로듐과 포스파이트 리간드로 구성된 촉매 존재시 3-펜테노산 또는 3-펜테노에이트 에스테르를 일산화탄소와 수소로 히드로포르밀화 시킴으로써 5-포르밀발레르산 또는 상응의 5-포르밀발러레이트 에스테르를 제조하는 방법에 있어서, 상기 포스파이트 리간드가 하기 일반식으로 표현되는 것을 특징으로 하는 5-포르밀발레르산 또는 상응의 5-포르밀발러레이트 에스테르의 제조 방법.(식에서, R1및 R2은 동일하거나 다른 1가의 방향족 유기이고, A는 n 가의 기 또는 원자이고, n은 적어도 2의 정수이며, [-O-P(OR1)(OR2)]기는 동일한 기 또는 다른 기 일수 있으며, 포스파이트는 로듐과 함께 킬레이트형 복합물을 형성한다.
- 제1항에 있어서, 상기 유기기 R1및 R2이 수소 원자가 아닌 기로 오르토 치환되는 것을 특징으로 하는 방법.
- 제2항에 있어서, 상기 유기기 R1및 R2이 3 내지 6개의 탄소 원자를 갖는 가지형 알킬기로 치환되는 것을 특징으로 하는 방법.
- 제1항 내지 제3항 중 어느 한 항에 있어서, 상기 R1및 R2은 서로 독립적으로 페닐기 또는 β-나프틸기인 것을 특징으로 하는 방법.
- 제1항 내지 제4항 중 어느 한 항에 있어서, A가 C-(CH2-)4인 것을 특징으로 하는 방법.
- 제1항 내지 제5항 중 어느 한 항에 있어서, 3-펜테노에이트가 하기 일반식 (2)로 표현되는 것을 특징으로 하는 방법.(2)
- 제1항 내지 제6항 중 어느 한 항에 있어서, 3-펜테노이트 이외에, 다량의 4- 및 2-펜테노에이트가 또한 존재하고, 3-펜테노에이트 에스테르의 농도가 50% 이상인 것을 특징으로 하는 방법.
- 상기 명세서 및 실시예에 실질적으로 기술된 것과 같은 방법.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE9301483 | 1993-12-30 | ||
BE9304183 | 1993-12-30 | ||
BE9301483A BE1007944A3 (nl) | 1993-12-30 | 1993-12-30 | Werkwijze voor de bereiding van 5-formylvaleriaanzuur en -ester. |
PCT/NL1994/000324 WO1995018089A1 (en) | 1993-12-30 | 1994-12-23 | Process for the preparation of 5-formylvaleric acid and 5-formylvalerate ester |
Publications (2)
Publication Number | Publication Date |
---|---|
KR970700156A true KR970700156A (ko) | 1997-01-08 |
KR100337440B1 KR100337440B1 (ko) | 2002-12-28 |
Family
ID=3887699
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019960703576A KR100337440B1 (ko) | 1993-12-30 | 1994-12-23 | 5-포르밀발레르산및5-포르밀발러레이트에스테르의제조방법 |
Country Status (12)
Country | Link |
---|---|
US (1) | US5719312A (ko) |
EP (1) | EP0737180B1 (ko) |
JP (1) | JPH09507223A (ko) |
KR (1) | KR100337440B1 (ko) |
CN (1) | CN1065522C (ko) |
BE (1) | BE1007944A3 (ko) |
CA (1) | CA2180264A1 (ko) |
DE (1) | DE69414134T2 (ko) |
ES (1) | ES2124997T3 (ko) |
MY (1) | MY113306A (ko) |
SG (1) | SG48183A1 (ko) |
WO (1) | WO1995018089A1 (ko) |
Families Citing this family (38)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5710306A (en) * | 1996-03-15 | 1998-01-20 | Dsm N.V. | Process to prepare a multidentate phosphite compound |
EP0839787A1 (en) † | 1996-11-04 | 1998-05-06 | Dsm N.V. | Process for the preparation of an aldehyde |
FR2754257B1 (fr) * | 1996-10-04 | 2001-04-13 | Rhone Poulenc Fibres | Preparation de caprolactame |
US6274773B1 (en) | 1996-11-04 | 2001-08-14 | Dsm | Process for the continuous preparation of alkyl 5-formylvalerate compounds using homogeneous rhodium hydroformylation catalysts |
EP0839794A1 (en) * | 1996-11-04 | 1998-05-06 | Dsm N.V. | Process for the continuous preparation of an alkyl 5-formylvalerate compound |
US5710344A (en) * | 1996-11-08 | 1998-01-20 | E. I. Du Pont De Nemours And Company | Process to prepare a linear aldehyde |
US5925754A (en) * | 1997-04-15 | 1999-07-20 | Union Carbide Chemicals & Plastics Technology Corporation | Epsilon caprolactam compositions |
US5886236A (en) * | 1997-04-15 | 1999-03-23 | Union Carbide Chemicals & Plastics Technology Corporation | Process for producing aldehyde acid salts |
US5962680A (en) * | 1997-04-15 | 1999-10-05 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing epsilon caprolactams |
US5919978A (en) * | 1997-04-15 | 1999-07-06 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing aldehyde acids or salts |
MY120454A (en) | 1997-07-29 | 2005-10-31 | Du Pont | Improved process of preparation of linear aldehydes |
EP0895811A1 (en) | 1997-08-08 | 1999-02-10 | Dsm N.V. | Process to separate a group 8-10 metal/phosphite ligand complex from an organic liquid |
US5932772A (en) * | 1998-02-02 | 1999-08-03 | Union Carbide Chemicals & Plastics Technology Corporation | Separation processes |
US5952530A (en) * | 1998-02-02 | 1999-09-14 | Union Carbide Chemicals & Plastics Technology Corporation | Separation processes |
US6017843A (en) * | 1998-06-19 | 2000-01-25 | Industrial Technology Research Institute | Catalyst composition for preparing 5-formyl valaric esters from pentenoic esters |
US6307107B1 (en) | 1999-09-20 | 2001-10-23 | E.I. Du Pont De Nemours And Company | Hydroformylation of acyclic monoethylenically unsaturated compounds to corresponding terminal aldehydes |
US6310260B1 (en) | 2000-03-15 | 2001-10-30 | Union Carbide Chemicals & Plastics Technology Corporation | Separation processes |
US6307110B1 (en) | 2000-03-15 | 2001-10-23 | Union Carbide Chemicals & Plastics Technology Corporation | Separation processes |
US6303829B1 (en) | 2000-03-15 | 2001-10-16 | Union Carbide Chemicals & Plastics Technology Corporation | Separation processes |
US6303830B1 (en) | 2000-03-15 | 2001-10-16 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
US6307108B1 (en) | 2000-03-15 | 2001-10-23 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
US6294700B1 (en) | 2000-03-15 | 2001-09-25 | Union Carbide Chemicals & Plastics Technology Corporation | Separation processes |
US6307109B1 (en) | 2000-03-15 | 2001-10-23 | Union Carbide Chemicals & Plastics Technology Corporation | Separation processes |
US9205398B2 (en) | 2012-08-21 | 2015-12-08 | Uop Llc | Production of butanediol from a methane conversion process |
US9656229B2 (en) | 2012-08-21 | 2017-05-23 | Uop Llc | Methane conversion apparatus and process using a supersonic flow reactor |
US9308513B2 (en) | 2012-08-21 | 2016-04-12 | Uop Llc | Production of vinyl chloride from a methane conversion process |
US9023255B2 (en) * | 2012-08-21 | 2015-05-05 | Uop Llc | Production of nitrogen compounds from a methane conversion process |
US8927769B2 (en) | 2012-08-21 | 2015-01-06 | Uop Llc | Production of acrylic acid from a methane conversion process |
US9370757B2 (en) | 2012-08-21 | 2016-06-21 | Uop Llc | Pyrolytic reactor |
US8933275B2 (en) | 2012-08-21 | 2015-01-13 | Uop Llc | Production of oxygenates from a methane conversion process |
US9434663B2 (en) | 2012-08-21 | 2016-09-06 | Uop Llc | Glycols removal and methane conversion process using a supersonic flow reactor |
US9327265B2 (en) | 2012-08-21 | 2016-05-03 | Uop Llc | Production of aromatics from a methane conversion process |
US9707530B2 (en) | 2012-08-21 | 2017-07-18 | Uop Llc | Methane conversion apparatus and process using a supersonic flow reactor |
US9689615B2 (en) | 2012-08-21 | 2017-06-27 | Uop Llc | Steady state high temperature reactor |
US8937186B2 (en) | 2012-08-21 | 2015-01-20 | Uop Llc | Acids removal and methane conversion process using a supersonic flow reactor |
WO2014163506A1 (en) | 2013-04-05 | 2014-10-09 | Universiteit Leiden | Process to prepare epsilon-caprolactam |
EP3318569B1 (de) * | 2016-11-08 | 2019-07-17 | Evonik Degussa GmbH | Bisphosphite mit 2,4-tert.-butylphenyl-einheiten und deren verwendung als liganden in der hydroformylierung |
DE102017206200A1 (de) | 2017-04-11 | 2018-10-11 | Evonik Degussa Gmbh | Verfahren zur Hydroformylierung von Pentensäureestern |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL283484A (ko) * | 1962-09-12 | 1900-01-01 | ||
TW213465B (ko) * | 1991-06-11 | 1993-09-21 | Mitsubishi Chemicals Co Ltd | |
JP3416956B2 (ja) * | 1991-06-11 | 2003-06-16 | 三菱化学株式会社 | ヒドロホルミル化法およびビスホスファイト化合物 |
GB9200448D0 (en) * | 1992-01-10 | 1992-02-26 | British Petroleum Co Plc | Hydroformylation process |
DE4204808A1 (de) * | 1992-02-18 | 1993-08-19 | Basf Ag | Verfahren zur herstellung von (omega)-formylalkancarbonsaeureestern |
-
1993
- 1993-12-30 BE BE9301483A patent/BE1007944A3/nl not_active IP Right Cessation
-
1994
- 1994-12-23 EP EP95903462A patent/EP0737180B1/en not_active Expired - Lifetime
- 1994-12-23 JP JP7517945A patent/JPH09507223A/ja not_active Ceased
- 1994-12-23 CN CN94194757A patent/CN1065522C/zh not_active Expired - Fee Related
- 1994-12-23 DE DE69414134T patent/DE69414134T2/de not_active Expired - Fee Related
- 1994-12-23 KR KR1019960703576A patent/KR100337440B1/ko not_active IP Right Cessation
- 1994-12-23 SG SG1996007720A patent/SG48183A1/en unknown
- 1994-12-23 ES ES95903462T patent/ES2124997T3/es not_active Expired - Lifetime
- 1994-12-23 WO PCT/NL1994/000324 patent/WO1995018089A1/en active IP Right Grant
- 1994-12-23 CA CA002180264A patent/CA2180264A1/en not_active Abandoned
- 1994-12-30 MY MYPI94003568A patent/MY113306A/en unknown
-
1996
- 1996-06-27 US US08/671,929 patent/US5719312A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
CN1141030A (zh) | 1997-01-22 |
CN1065522C (zh) | 2001-05-09 |
ES2124997T3 (es) | 1999-02-16 |
WO1995018089A1 (en) | 1995-07-06 |
DE69414134D1 (de) | 1998-11-26 |
MY113306A (en) | 2002-01-31 |
EP0737180B1 (en) | 1998-10-21 |
DE69414134T2 (de) | 1999-06-24 |
EP0737180A1 (en) | 1996-10-16 |
SG48183A1 (en) | 1998-04-17 |
BE1007944A3 (nl) | 1995-11-21 |
JPH09507223A (ja) | 1997-07-22 |
US5719312A (en) | 1998-02-17 |
KR100337440B1 (ko) | 2002-12-28 |
CA2180264A1 (en) | 1995-07-06 |
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