CO6331331A2 - Proceso mejorado para manufactura de esteres del acido r-(+)-2-(4-(4-ciano-2-fluorofenoxi)fenoxi)propionico - Google Patents
Proceso mejorado para manufactura de esteres del acido r-(+)-2-(4-(4-ciano-2-fluorofenoxi)fenoxi)propionicoInfo
- Publication number
- CO6331331A2 CO6331331A2 CO10047562A CO10047562A CO6331331A2 CO 6331331 A2 CO6331331 A2 CO 6331331A2 CO 10047562 A CO10047562 A CO 10047562A CO 10047562 A CO10047562 A CO 10047562A CO 6331331 A2 CO6331331 A2 CO 6331331A2
- Authority
- CO
- Colombia
- Prior art keywords
- cihalofop
- propionic
- fluorofenoxi
- fenoxi
- esteres
- Prior art date
Links
- 239000002253 acid Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 150000002148 esters Chemical class 0.000 abstract 3
- 239000002798 polar solvent Substances 0.000 abstract 2
- AQIHDXGKQHFBNW-UHFFFAOYSA-N 2-(4-hydroxyphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(O)C=C1 AQIHDXGKQHFBNW-UHFFFAOYSA-N 0.000 abstract 1
- BTBFCBQZFMQBNT-UHFFFAOYSA-N 3,4-difluorobenzonitrile Chemical compound FC1=CC=C(C#N)C=C1F BTBFCBQZFMQBNT-UHFFFAOYSA-N 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 230000004907 flux Effects 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000003444 phase transfer catalyst Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 238000003809 water extraction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
- C07C253/34—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/54—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and etherified hydroxy groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Los ésteres de Cihalofop se obtienen por acoplamiento del ácido 2-(4-hidroxifenoxi)-propiónico con 3,4-difluorobenzonitrilo con una base en un solvente polar aprótico (incluyendo opcionalmente un catalizador de transferencia de fase) alquilación con haluro de alquilo, remoción del solvente polar aprótico (empleando opcionalmente éster de cihalofop como fundente), remoción de la sal por extracción con agua del éster de cihalofop fundido sin solvente, y remoción del agua residual por calentamiento a presión reducida.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US25607P | 2007-10-24 | 2007-10-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
CO6331331A2 true CO6331331A2 (es) | 2011-10-20 |
Family
ID=40011057
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CO10047562A CO6331331A2 (es) | 2007-10-24 | 2010-04-22 | Proceso mejorado para manufactura de esteres del acido r-(+)-2-(4-(4-ciano-2-fluorofenoxi)fenoxi)propionico |
Country Status (8)
Country | Link |
---|---|
US (2) | US8071804B2 (es) |
JP (1) | JP5444237B2 (es) |
KR (1) | KR101546110B1 (es) |
CN (2) | CN101835742A (es) |
BR (1) | BRPI0818376A2 (es) |
CO (1) | CO6331331A2 (es) |
TW (1) | TWI436972B (es) |
WO (1) | WO2009055278A1 (es) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009055278A1 (en) | 2007-10-24 | 2009-04-30 | Dow Agrosciences Llc | Improved process for the manufacture of r-(+)-2-(4-(4-cyano-2-fluorophenoxy)phenoxy)propionic acid esters |
CN102181496B (zh) * | 2011-03-01 | 2013-01-23 | 安徽安生生物化工科技有限责任公司 | 一种酶促合成氰氟草酯的方法 |
CN105601538B (zh) * | 2016-02-02 | 2018-01-23 | 江苏丰山集团股份有限公司 | 一种氰氟草酯的制备方法 |
CN105566158B (zh) * | 2016-02-02 | 2018-08-17 | 江苏丰山集团股份有限公司 | 一种氰氟草酯的制备方法 |
CN107253912B (zh) * | 2017-05-02 | 2020-07-31 | 江苏永凯化学有限公司 | 氰氟草酯的合成方法 |
CN107183028A (zh) * | 2017-07-08 | 2017-09-22 | 北京燕化永乐生物科技股份有限公司 | 一种乙基(2r)‑2‑[4‑(4‑氰基2‑氟苯氧基)‑苯氧基]丙酸酯及制备与应用 |
CN107673995A (zh) * | 2017-08-23 | 2018-02-09 | 连云港世杰农化有限公司 | 一种合成氰氟草酯的方法 |
CN107698461A (zh) * | 2017-09-26 | 2018-02-16 | 连云港世杰农化有限公司 | 一种合成氰氟草酯的方法 |
CN109651140A (zh) * | 2018-12-12 | 2019-04-19 | 江苏中旗科技股份有限公司 | 一种氰氟草酯原药的合成方法 |
CN115490617B (zh) * | 2022-10-14 | 2024-03-26 | 江苏丰山生化科技有限公司 | 一种低成本高光纯含量氰氟草酯的制备工艺 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3209878A1 (de) * | 1982-03-18 | 1983-09-29 | Celamerck Gmbh & Co Kg, 6507 Ingelheim | Verfahren zur herstellung von diphenylaethern |
DE3875546T2 (de) * | 1987-08-05 | 1993-03-11 | Dowelanco | Herbizide fluorphenoxy-phenoxyalkancarbonsaeure und ihre derivate. |
US4897481A (en) * | 1988-05-31 | 1990-01-30 | The Dow Chemical Company | Process for the minimization of racemization in the preparation of optically active ((aryloxy)phenoxy)propionate herbicides |
US6906006B1 (en) * | 1988-11-23 | 2005-06-14 | Bayer Aktiengesellschaft | N-arly-substituted nitrogen-containing heterocycles, processes and novel intermediates for their preparation, and their use as herbicides and plant growth regulators |
JPH0543535A (ja) * | 1991-08-09 | 1993-02-23 | Mitsubishi Petrochem Co Ltd | フエニルエーテル誘導体の製造法 |
GB0322917D0 (en) * | 2003-09-30 | 2003-11-05 | Syngenta Ltd | Chemical process |
JP2010514682A (ja) | 2006-12-20 | 2010-05-06 | アストラゼネカ・アクチエボラーグ | 化合物及びその使用 |
WO2009055278A1 (en) | 2007-10-24 | 2009-04-30 | Dow Agrosciences Llc | Improved process for the manufacture of r-(+)-2-(4-(4-cyano-2-fluorophenoxy)phenoxy)propionic acid esters |
-
2008
- 2008-10-14 WO PCT/US2008/079838 patent/WO2009055278A1/en active Application Filing
- 2008-10-14 KR KR1020107008882A patent/KR101546110B1/ko active IP Right Grant
- 2008-10-14 US US12/251,005 patent/US8071804B2/en active Active
- 2008-10-14 JP JP2010531131A patent/JP5444237B2/ja active Active
- 2008-10-14 CN CN200880112820A patent/CN101835742A/zh active Pending
- 2008-10-14 CN CN201410535485.4A patent/CN104387294A/zh active Pending
- 2008-10-14 BR BRPI0818376-7A patent/BRPI0818376A2/pt not_active IP Right Cessation
- 2008-10-23 TW TW097140617A patent/TWI436972B/zh not_active IP Right Cessation
-
2010
- 2010-04-22 CO CO10047562A patent/CO6331331A2/es active IP Right Grant
-
2011
- 2011-02-24 US US13/034,054 patent/US9598356B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
US9598356B2 (en) | 2017-03-21 |
CN104387294A (zh) | 2015-03-04 |
TW200922914A (en) | 2009-06-01 |
BRPI0818376A2 (pt) | 2015-04-14 |
US20090112015A1 (en) | 2009-04-30 |
CN101835742A (zh) | 2010-09-15 |
US20110152560A1 (en) | 2011-06-23 |
JP5444237B2 (ja) | 2014-03-19 |
KR101546110B1 (ko) | 2015-08-20 |
US8071804B2 (en) | 2011-12-06 |
TWI436972B (zh) | 2014-05-11 |
KR20100075535A (ko) | 2010-07-02 |
JP2011502127A (ja) | 2011-01-20 |
WO2009055278A1 (en) | 2009-04-30 |
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Legal Events
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FG | Application granted |