CN-121990905-A - Process for producing propionic acid derivative

Abstract

The present invention aims to provide a method for producing a propionic acid derivative with excellent productivity. This problem is solved by a method for producing a compound represented by formula (1), which comprises a step A in which a compound represented by formula (2) is reacted with a compound represented by formula (3) M (R 1 ) n (wherein M is a cation and n is an integer corresponding to the valence of M) and a compound represented by formula (4) R 6 -X-H, and a step B in which a compound represented by formula (5) MF n is isolated from the mixture obtained by the above reaction by filtration. (Wherein R 1 is a halogen atom or the like, R 2 and R 3 are each independently a hydrogen atom, a halogen atom, an organic group or the like, X is an oxygen atom or a sulfur atom, R 4 and R 5 are each independently a hydrogen atom, a halogen atom, a hydrocarbon group which may have 1 or more substituents or the like, and R 6 is a hydrocarbon group which may have 1 or more substituents.)

Inventors

• BAI JINGCHUN
• Yoshiyama Mako
• Song Pucheng
• KUROKI YOSHICHIKA

Assignees

• 大金工业株式会社

Dates

Publication Date

20260508

Application Date

20200929

Priority Date

20190930

Claims (5)

1. 1. A method for producing a compound represented by formula (1): in the formula (1), the components are as follows, R 1 is an iodine atom; 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, The manufacturing method comprises the following steps: step a, wherein a compound represented by formula (2) is reacted with a compound represented by formula (3) and a compound represented by formula (4): in the formula (2), R 2 ~R 5 has the same meaning as described above, MR 1 (3) In the formula (3), M is an alkali metal, R 1 has the same meaning as described above, R 6 -X-H (4) In the formula (4), R 6 and X have the same meanings as described above; Step B, wherein the compound represented by formula (5) is isolated from the mixture obtained by the above reaction by filtration: MF (5) In the formula (5), M has the same meaning as that described above, and Step C, wherein the filtrate obtained by the filtration is subjected to liquid separation treatment, The filtration is carried out at a temperature above 55 ℃, The liquid separation treatment includes a step of adding water and an organic solvent to the filtrate, a step of separating into an aqueous phase and an organic phase, and a step of recovering the organic phase.
2. 2. The method of manufacturing according to claim 1, wherein the filtering is performed using a filter material and a filter aid.
3. 3. The production method according to claim 2, wherein the filter aid is at least one selected from diatomaceous earth, filter sand, perlite, and cellulose.
4. 4. The production method according to claim 2, wherein the filter aid has an average particle diameter in the range of 0.5 to 200 μm.
5. 5. A composition comprising a compound represented by formula (1) and a compound represented by formula (5), wherein the concentration of fluorine ions contained therein is greater than 0mg/L and 150mg/L or less: in the formula (1), the components are as follows, R 1 is an iodine atom; 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, MF(5) In the formula (5), M is an alkali metal.

Description

Process for producing propionic acid derivative The application is based on the divisional application of China patent application of the application number 202080067669.6, the application date 2020, 9 and 29, and the application name of which is a method for manufacturing propionic acid derivatives. Technical Field The present disclosure relates to a method for producing a propionic acid derivative, and the like. Background Propionic acid derivatives such as 2, 2-difluoropropionate are compounds that can be used as raw materials for medicines, agricultural chemicals, and the like. As a method for producing 2, 2-difluoropropionate, a method is known in which 2, 3-tetrafluorooxetane is reacted with alcohols or phenols in the presence of an alkali metal halide (patent document 1). Prior art literature Patent literature Patent document 1 Japanese patent laid-open No. 61-130254 Disclosure of Invention Technical problem to be solved by the invention In the method of patent document 1, after the reaction, (a) the solvent is distilled off, (b) water is added, and (c) the organic solvent is added, and the solution is separated. However, since the reaction liquid contains a large amount of alkali metal fluoride, separation of the liquid is difficult, and there is a problem of poor productivity. The present disclosure aims to solve the above problems and provide a method for producing a propionic acid derivative, etc., which is excellent in productivity. Means for solving the technical problems The present disclosure includes the following aspects. Item 1. A method for producing a compound represented by formula (1): [ chemical formula 1 ] (In the formula (I), R 1 is a halogen atom or SR (wherein R is a hydrogen atom or a hydrocarbon group), R 2 and R 3 are each independently a hydrogen atom, a halogen atom, or an organic group, or R 2 and R 3 may form a ring together with the carbon atom in the beta position, 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 which may have 1 or more substituents, or R 4 and R 5 may form a ring together with a carbon atom at the alpha position, R 6 is a hydrocarbon group which may have 1 or more substituents. ) The manufacturing method comprises the following steps: step a, wherein a compound represented by formula (2) is reacted with a compound represented by formula (3) and a compound represented by formula (4): [ chemical formula 2 ] (Wherein R 2~R5 has the same meaning as previously described.) M(R1)n (3) (Wherein M is a cation, n is an integer corresponding to the valence of M, and R 1 has the same meaning as described above): R6-X-H (4) (wherein R 6 and X are as defined above), and Step B, wherein the compound represented by formula (5) is isolated by filtration from the mixture obtained by the above reaction: MFn (5) (wherein M and n have the same meaning as defined above). Item 2. The production method according to item 1, wherein the filtration is performed at a temperature of 45 ℃ or higher. Item 3. The production method according to item 1 or 2, wherein the filtration is performed using a filter material and a filter aid. Item 4. The production method according to item 3, wherein the filter aid is at least one selected from the group consisting of diatomaceous earth, filter sand, perlite, and cellulose. Item 5. The production method according to item 3 or 4, wherein the filter aid has an average particle diameter in the range of 0.5 to 200. Mu.m. Item 6. The production method according to any one of claims 1 to 5, further comprising a step C in which the filtrate obtained by the filtration is subjected to a liquid separation treatment. Item 7. The production method according to any one of claims 1 to 6, wherein R 1 is a chlorine atom, a bromine atom, or an iodine atom. Item 8. The production method according to any one of claims 1 to 7, wherein R 1 is a bromine atom or an iodine atom. Item 9. The production method according to any one of claims 1 to 8, wherein R 2 and R 3 are each independently a hydrogen atom, a halogen atom, an alkyl group, or a haloalkyl group. Item 10. The production method according to any one of claims 1 to 9, wherein R 2 and R 3 are hydrogen atoms. Item 11. The production method according to any one of claims 1 to 10, wherein R 4 and R 5 are each independently a hydrogen atom, a halogen atom, an alkyl group, or a haloalkyl group. Item 12. The production method according to any one of claims 1 to 11, wherein R 4 and R 5 are halogen atoms. Item 13. The production method according to any one of claims 1 to 12, wherein R 4 and R 5 are fluorine atoms. Item 14. The production method according to any one of claims 1 to 13, wherein R 6 is an alkyl group or a haloalkyl group. Item 15. The production method according to any one of claims 1 to 14, wherein R 6 is a C 1-6 alkyl group or a halogenated C 1-6 alkyl group. Item 16. The production method according to any one of claims 1 to