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Process for the manufacture of R-(+)-2-(4-(4-cyano-2-fluorophenoxy)phenoxy)propionic acid esters
US9598356B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9598356-B2 |
| Application number | US-201113034054-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 24, 2011 |
| Priority date | Oct 24, 2007 |
| Publication date | Mar 21, 2017 |
| Grant date | Mar 21, 2017 |
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Abstract
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Cyhalofop is prepared by coupling 2-(4-hydroxyphenoxy)propionic acid and 3,4-difluorobenzonitrile with base in a polar aprotic solvent in the presence of a phase-transfer catalyst.
First claim
Opening claim text (preview).
What is claimed is: 1. An improved process for the manufacture of R-(+)-2-(4-(4-cyano-2-fluorophenoxy)phenoxy)propionic acid alkali metal salt of formula which comprises: a) forming a di (alkali metal salt) of R-(+)-2-(4-hydroxyphenoxy)-propionic acid by contacting R-(+)-2-(4-hydroxyphenoxy)propionic acid in a polar aprotic solvent, having a dipole moment of at least 2 or dielectric constant of at least 7 and having a normal boiling point of less than 175° C., with at least two equivalents of alkali metal carbonate; and b) forming R-(+)-2-(4-(4-cyano-2-fluorophenoxy)-phenoxy)propionic acid alkali metal salt by coupling the di (alkali metal salt) of R-(+)-2-(4-hydroxy-phenoxy)propionic acid reaction mixture of step a) with 3,4-di-fluorobenzonitrile in the presence of a phase-transfer catalyst at a temperature from about 120° C. to about 150° C. in a sealed pressure vessel.
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Inventors
Classifications
- C07C253/30Primary
by reactions not involving the formation of cyano groups · CPC title
Optical isomers · CPC title
containing cyano groups and etherified hydroxy groups bound to the carbon skeleton · CPC title
Separation; Purification · CPC title
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Frequently asked questions
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- What does patent US9598356B2 cover?
- Cyhalofop is prepared by coupling 2-(4-hydroxyphenoxy)propionic acid and 3,4-difluorobenzonitrile with base in a polar aprotic solvent in the presence of a phase-transfer catalyst.
- Who is the assignee on this patent?
- Leng Ronald B, Otterbacher Eric W, Praay Herbert N, and 1 more
- What technology area does this patent fall under?
- Primary CPC classification C07C253/30. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Mar 21 2017 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
- What related patents are in patentsdb?
- We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).