Method for producing propionic acid derivative

Patent metadata

Field	Value
Publication number	US-11945773-B2
Application number	US-202217698252-A
Country	US
Kind code	B2
Filing date	Mar 18, 2022
Priority date	Sep 30, 2019
Publication date	Apr 2, 2024
Grant date	Apr 2, 2024

Abstract

An object of the present invention is to provide a method for producing a propionic acid derivative with high productivity. The object can be achieved by a method for producing a compound represented by formula (1):

wherein R 1 is a halogen atom or the like, R 2 and R 3 are each independently a hydrogen atom, a halogen atom, or an organic group, X is an oxygen atom or a sulfur atom, R 4 and R 5 are each independently a hydrogen atom, a halogen atom, or a hydrocarbon group optionally having one or more substituents, R 6 is a hydrocarbon group optionally having one or more substituents; the method comprising step A of reacting a compound represented by formula (2):

with a compound represented by formula (3):

M(R 1 ) n , wherein M is a cation, n is an integer corresponding to the valence of M, and a compound represented by formula (4):

R 6 —X—H; and

step B of separating, by filtration, the compound represented by formula (5): MF n from the mixture obtained by the above reaction.

First claim

The invention claimed is:

1. A method for producing a compound represented by formula (1):

wherein
R 1 is a chlorine atom, a bromine atom, an iodine atom, or SR, wherein R is a hydrogen atom or a hydrocarbon group,
R 2 and R 3 are hydrogen atoms,
X is an oxygen atom,
R 4 and R 5 are fluorine atoms,
R 6 is a C 1-6 alkyl group, a haloalkyl group, or an aryl group;

the method comprising
step A of reacting a compound represented by formula (2):

wherein
R 2 to R 5 are as defined above, with a compound represented by formula (3):
M(R 1 ) n   (3),

wherein
M is cation, n is an integer corresponding to the valence of M, and R 1 is as defined above, and a compound represented by formula (4):
R 6 —X—H  (4),

wherein
R 6 and X are as defined above;

step B of separating, by filtration, a compound represented by formula (5):
MF n   (5),

wherein
M and n are as defined above,
from the a mixture obtained by the above reaction; and
step C of performing a liquid separation treatment on a filtrate obtained by the filtration.

2. The production method according to claim 1 , wherein the filtration is performed at a temperature of 45° C. or more.

3. The production method according to claim 1 , wherein the filtration is performed using a filter material and a filter aid.

4. The production method according to claim 3 , wherein the filter aid is at least one member selected from the group consisting of diatomite, filter sand, perlite, and cellulose.

5. The production method according to claim 3 , wherein the average particle size of the filter aid is in the range of 0.5 to 200 μm.

6. The production method according to claim 1 , wherein R 1 is a bromine atom or an iodine atom.

7. The production method according to claim 1 , wherein R 6 is a C 1-6 alkyl group or a haloalkyl group.

8. The production method according to claim 1 , wherein R 6 is a C 1-6 alkyl group or a halo C 1-6 alkyl group.

9. The production method according to claim 1 , wherein M is a metal.

10. The production method according to claim 1 , wherein M is an alkali metal or an alkaline earth metal.

11. The production method according to claim 1 , wherein M is an alkali metal.

12. A composition comprising a compound represented by formula (1):

wherein
R 1 is a chlorine atom, a bromine atom, an iodine atom, or SR, wherein R is a hydrogen atom or a hydrocarbon group,
R 2 and R 3 are hydrogen atoms,
X is an oxygen atom,
R 4 and R 5 are fluorine atoms,
R 6 is a C 1-6 alkyl group, a haloalkyl group, or an aryl group; and a compound represented by formula (5):
MF n   (5),

wherein
M is a cation, and n is an integer corresponding to the valence of M;

the composition having a fluorine ion content concentration of more than 0 mg/L and 1000 mg/L or less.

13. The composition according to claim 12 , wherein R 1 is a bromine atom or an iodine atom.

14. The composition according to claim 12 , wherein R 6 is a C 1-6 alkyl group or a haloalkyl group.

15. The composition according to claim 12 , wherein R 6 is a C 1-6 alkyl group or a halo C 1-6 alkyl group.

16. The composition according to claim 12 , wherein M is a metal.

17. The composition according to claim 12 , wherein M is an alkali metal or an alkaline earth metal.

18. The composition according to claim 12 , wherein M is an alkali metal.

Assignees

• Daikin Ind Ltd

Inventors

• Shirai Atsushi
• Yoshiyama Asako
• Matsuura Makoto
• Kuroki Yoshichika

Classifications

• C07C51/31 Primary

  of cyclic compounds with ring-splitting · CPC title

• B01D39/06

  Inorganic material, e.g. asbestos fibres, glass beads or fibres · CPC title

• C07C51/47

  by solid-liquid treatment; by chemisorption · CPC title

• B01D2239/1241

  Particle diameter · CPC title

• B01D2239/125

  Size distribution · CPC title