ATE323069T1 - Verfahren zur cyanierung von aldehyden - Google Patents
Verfahren zur cyanierung von aldehydenInfo
- Publication number
- ATE323069T1 ATE323069T1 AT01953252T AT01953252T ATE323069T1 AT E323069 T1 ATE323069 T1 AT E323069T1 AT 01953252 T AT01953252 T AT 01953252T AT 01953252 T AT01953252 T AT 01953252T AT E323069 T1 ATE323069 T1 AT E323069T1
- Authority
- AT
- Austria
- Prior art keywords
- chiral
- aldehyde
- leaving group
- catalyst
- nucleophilic attack
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 150000001299 aldehydes Chemical class 0.000 title 1
- 238000007333 cyanation reaction Methods 0.000 title 1
- 239000003054 catalyst Substances 0.000 abstract 3
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 230000000269 nucleophilic effect Effects 0.000 abstract 2
- 239000000758 substrate Substances 0.000 abstract 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal cyanide Chemical class 0.000 abstract 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 abstract 1
- 239000010936 titanium Substances 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 229910052720 vanadium Inorganic materials 0.000 abstract 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B43/00—Formation or introduction of functional groups containing nitrogen
- C07B43/08—Formation or introduction of functional groups containing nitrogen of cyano groups
-
- 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
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
- B01J31/2243—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B53/00—Asymmetric syntheses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/34—Other additions, e.g. Monsanto-type carbonylations, addition to 1,2-C=X or 1,2-C-X triplebonds, additions to 1,4-C=C-C=X or 1,4-C=-C-X triple bonds with X, e.g. O, S, NH/N
- B01J2231/341—1,2-additions, e.g. aldol or Knoevenagel condensations
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0202—Polynuclearity
- B01J2531/0205—Bi- or polynuclear complexes, i.e. comprising two or more metal coordination centres, without metal-metal bonds, e.g. Cp(Lx)Zr-imidazole-Zr(Lx)Cp
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
- B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
- B01J2531/0252—Salen ligands or analogues, e.g. derived from ethylenediamine and salicylaldehyde
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/40—Complexes comprising metals of Group IV (IVA or IVB) as the central metal
- B01J2531/46—Titanium
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/50—Complexes comprising metals of Group V (VA or VB) as the central metal
- B01J2531/56—Vanadium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Manufacture And Refinement Of Metals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0018973.8A GB0018973D0 (en) | 2000-08-02 | 2000-08-02 | Synthesis of chiral cyanohydrins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE323069T1 true ATE323069T1 (de) | 2006-04-15 |
Family
ID=9896847
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT01953252T ATE323069T1 (de) | 2000-08-02 | 2001-08-01 | Verfahren zur cyanierung von aldehyden |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP1307427B3 (enExample) |
| JP (1) | JP2004505097A (enExample) |
| KR (1) | KR100820273B1 (enExample) |
| CN (1) | CN100406433C (enExample) |
| AT (1) | ATE323069T1 (enExample) |
| AU (1) | AU2001275740A1 (enExample) |
| CA (1) | CA2418116A1 (enExample) |
| CZ (1) | CZ2003276A3 (enExample) |
| DE (2) | DE60118752D1 (enExample) |
| DK (1) | DK1307427T5 (enExample) |
| ES (1) | ES2262665T7 (enExample) |
| GB (1) | GB0018973D0 (enExample) |
| HU (1) | HUP0301824A3 (enExample) |
| MX (1) | MXPA03000903A (enExample) |
| PT (1) | PT1307427E (enExample) |
| WO (1) | WO2002010095A2 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0212017D0 (en) * | 2002-05-24 | 2002-07-03 | King S College London | Catalyst and process |
| GB0103857D0 (en) | 2001-02-16 | 2001-04-04 | Avecia Ltd | Preparation of chloromandelic acid |
| DE10131811A1 (de) * | 2001-06-30 | 2003-04-03 | Clariant Gmbh | Optisch aktive Katalysatoren |
| DE10131810A1 (de) * | 2001-06-30 | 2003-02-27 | Clariant Gmbh | Verfahren zur Herstellung von optisch aktiven Cyanhydrinen und deren korrespondierenden Säuren |
| HUP0400164A2 (hu) | 2001-07-12 | 2004-07-28 | Avecia Ltd. | Mikrokapszulázott katalizátor, eljárás előállítására és alkalmazása |
| DE10259162A1 (de) * | 2002-12-18 | 2004-07-08 | Clariant Gmbh | Optisch aktive Komplexe enthaltende Mischungen |
| US7732544B2 (en) | 2004-10-15 | 2010-06-08 | Mitsui Chemicals, Inc. | Titanium compound and process for producing optically active cyanohydrins |
| US8394974B2 (en) | 2006-03-10 | 2013-03-12 | Nissan Chemical Industries, Ltd. | Process for producing optically active chromene oxide compound |
| CN101437827B (zh) * | 2006-03-10 | 2012-08-29 | 日产化学工业株式会社 | 光学活性色烯氧化物化合物的制造方法 |
| KR20100015955A (ko) * | 2007-03-29 | 2010-02-12 | 에이전시 포 사이언스, 테크놀로지 앤드 리서치 | 광학 활성 사이아노하이드린 유도체의 제조 방법 |
| CN102234291B (zh) * | 2010-04-23 | 2014-10-15 | 中国科学院上海有机化学研究所 | 桥连双希夫碱钛络合物、合成方法及其应用 |
| CN106552671A (zh) * | 2015-09-25 | 2017-04-05 | 沈阳中化农药化工研发有限公司 | 一种多相催化剂及其制备和应用 |
| CN116987004B (zh) * | 2023-09-27 | 2023-12-12 | 新华制药（寿光）有限公司 | 一种3-(3,4-二甲氧基苯基)-2-氨基-2-甲基丙腈的合成方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2919974A1 (de) * | 1979-05-17 | 1980-11-27 | Hoechst Ag | Verfahren zur herstellung von cyanhydrinacylaten von aldehyden |
| JPH0429965A (ja) * | 1990-05-28 | 1992-01-31 | Katakura Chitsukarin Kk | α―Ｎ―アルキルアミノニトリル誘導体鏡像異性体の製造方法 |
| JP3303327B2 (ja) * | 1992-03-18 | 2002-07-22 | 住友化学工業株式会社 | 不斉誘起触媒 |
| US5349079A (en) * | 1992-12-14 | 1994-09-20 | Akzo Nobel Nv | Process for forming α-aminonitriles from carbonyl compound and fatty amine hydrohalide |
| JPH06271522A (ja) * | 1993-01-21 | 1994-09-27 | Sumitomo Chem Co Ltd | 光学活性シアノヒドリンエステルの製造方法 |
| JPH0770040A (ja) * | 1993-06-22 | 1995-03-14 | Sumitomo Chem Co Ltd | 光学活性シアノヒドリンエステルの製造法 |
-
2000
- 2000-08-02 GB GBGB0018973.8A patent/GB0018973D0/en not_active Ceased
-
2001
- 2001-08-01 DK DK01953252T patent/DK1307427T5/da active
- 2001-08-01 JP JP2002516228A patent/JP2004505097A/ja active Pending
- 2001-08-01 CA CA002418116A patent/CA2418116A1/en not_active Abandoned
- 2001-08-01 WO PCT/GB2001/003456 patent/WO2002010095A2/en not_active Ceased
- 2001-08-01 CZ CZ2003276A patent/CZ2003276A3/cs unknown
- 2001-08-01 MX MXPA03000903A patent/MXPA03000903A/es active IP Right Grant
- 2001-08-01 ES ES01953252T patent/ES2262665T7/es active Active
- 2001-08-01 CN CNB018167209A patent/CN100406433C/zh not_active Expired - Fee Related
- 2001-08-01 DE DE60118752A patent/DE60118752D1/de not_active Expired - Lifetime
- 2001-08-01 PT PT01953252T patent/PT1307427E/pt unknown
- 2001-08-01 DE DE60118752T patent/DE60118752T4/de not_active Expired - Lifetime
- 2001-08-01 KR KR1020037001417A patent/KR100820273B1/ko not_active Expired - Fee Related
- 2001-08-01 AU AU2001275740A patent/AU2001275740A1/en not_active Abandoned
- 2001-08-01 AT AT01953252T patent/ATE323069T1/de not_active IP Right Cessation
- 2001-08-01 EP EP01953252A patent/EP1307427B3/en not_active Expired - Lifetime
- 2001-08-01 HU HU0301824A patent/HUP0301824A3/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2001275740A1 (en) | 2002-02-13 |
| WO2002010095A2 (en) | 2002-02-07 |
| DK1307427T3 (da) | 2006-07-31 |
| HUP0301824A2 (hu) | 2003-09-29 |
| CN1468212A (zh) | 2004-01-14 |
| JP2004505097A (ja) | 2004-02-19 |
| EP1307427B1 (en) | 2006-04-12 |
| PT1307427E (pt) | 2006-07-31 |
| ES2262665T7 (es) | 2009-11-05 |
| KR100820273B1 (ko) | 2008-04-07 |
| KR20030022339A (ko) | 2003-03-15 |
| EP1307427B3 (en) | 2009-04-29 |
| CZ2003276A3 (cs) | 2003-05-14 |
| DK1307427T5 (da) | 2009-06-15 |
| CN100406433C (zh) | 2008-07-30 |
| WO2002010095A3 (en) | 2002-04-18 |
| GB0018973D0 (en) | 2000-09-20 |
| ES2262665T3 (es) | 2006-12-01 |
| DE60118752T4 (de) | 2009-10-22 |
| HK1062008A1 (zh) | 2004-10-15 |
| EP1307427A2 (en) | 2003-05-07 |
| DE60118752D1 (de) | 2006-05-24 |
| CA2418116A1 (en) | 2002-02-07 |
| DE60118752T2 (de) | 2007-03-15 |
| MXPA03000903A (es) | 2004-08-02 |
| HUP0301824A3 (en) | 2005-11-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification |
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| UEP | Publication of translation of european patent specification |
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| REN | Ceased due to non-payment of the annual fee |