METHOD OF PRODUCING FLUORINE-CONTAINING ACYLACETIC ACID DERIVATIVE, METHOD OF PRODUCING FLUORINE-CONTAINING PYRAZOLECARBOXYLIC ACID ESTER DERIVATIVE AND METHOD OF PRODUCING FLUORINE-CONTAINING PYRAZOLECARBOXYLIC ACID DERIVATIVE Russian patent published in 2012 - IPC C07D231/14 C07C227/16 C07C229/30 C07C213/08 C07C219/20 

Abstract RU 2456275 C2

FIELD: chemistry.

SUBSTANCE: invention relates to an improved method of producing a fluorine-containing acylacetic acid derivative of formula (3) involving preparation of a mixture containing a base, a compound of formula (1) and a compound of formula (2) and adding a halogenating agent to the mixture, where Rf is an alkyl group having 1-6 carbon atoms which is substituted by at least one fluorine atom; where R1 and R2 each independently represents an alkyl group having 1-6 carbon atoms; R3 is a hydrogen atom; and R4 is an alkyl group having 1-6 carbon atoms; where Rf, R1, R2, R3 and R4 represent the same as given above. The invention also relates to a method of producing a fluorine-containing pyrazolecarboxylic acid ester derivative of formula (5), involving the following steps: - obtaining a mixture containing a base, a compound of formula (1) and a compound of formula (2), and adding a halogenating agent to the mixture, where Rf is an alkyl group having 1-6 carbon atoms which is substituted by at least one fluorine atom; where R1 and R2 each independently represents an alkyl group having 1-6 carbon atoms; R3 is a hydrogen atom; and R4 is an alkyl group having 1-6 carbon atoms; to obtain a fluorine-containing acylacetic acid derivative of formula (3), where Rf, R1, R2, R3 and R4 represent the same as given above; - reaction of the obtained compound of formula (3) with a compound of formula (4) where R5 is an alkyl group having 1-6 carbon atoms, to obtain a compound of formula (5) where Rf, R3, R4 and R5 represent the same as given above; and a method of producing a fluorine-containing pyrazolecarboxylic acid derivative of formula (6) involving the following steps: - obtaining a mixture containing a base, a compound of formula (1) and a compound of formula (2), and adding a halogenating agent to the mixture, where Rf is an alkyl group having 1-6 carbon atoms which is substituted by at least one fluorine atom; where R1 and R2 each independently represents an alkyl group having 1-6 carbon atoms; R3 is a hydrogen atom; and R4 is an alkyl group having 1-6 carbon atoms; to obtain a fluorine-containing acylacetic acid derivative of formula (3), where Rf, R1, R2, R3 and R4 represent the same as given above; - reaction of the obtained compound of formula (3) with a compound of formula (4), where R5 is an alkyl group having 1-6 carbon atoms, to obtain a compound of formula (5), where Rf, R3, R4 and R5 represent the same as given above; -hydrolysis of the compound of formula (5) to obtain a compound of formula (6), where Rf, R3 and R5 represent the same as given above. Addition of a halogenating agent at the last step facilitates the desired reaction with good output.

EFFECT: improved method of producing a fluorine-containing acylacetic acid derivative.

6 cl, 7 ex

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RU 2 456 275 C2

Authors

Umehtani Khidehki

Kakimoto Takehsi

Aoki Jodzi

Dates

2012-07-20Published

2009-03-11Filed