Producing method of (hydroxyalkyl) alicyclic carboxylic acids and intermediates for producing the same and producing method of such intermediates

A method for producing (acyloxyalkyl)alicyclic carboxylic acids, comprising the step of subjecting an aromatic ring of (acyloxyalkyl)aromatic carboxylic acids to hydrogenation wherein the (acyloxyalkyl) alicyclic carboxylic acid is represented by the following formula:

• R5COO—CR1R2—Z—COOH (2)
• where Z is an alicyclic compound group of two or greater valency, R1 is a hydrogen atom or an alkyl group having a carbon number of 1 to 3, R2 is a hydrogen atom, an alkyl group having a carbon number of 1 to 3, or an —OCOR5 group, R5 is an alkyl group having a carbon number of 1 to 4, and R6 is an alkyl group having a carbon number of 1 to 6, an alkenyl group having a carbon number of 1 to 6, an alkynyl group having a carbon number of 1 to 6, or a benzene ring, which may or may not include a substituent, and
• wherein the (acyloxyalkyl) aromatic carboxylic acids have the following Formula (3)
• R5COO—CR1R2—Ar—COOH (3)
• where Ar is an aromatic ring of two or greater valency, R1 is a hydrogen atom or alkyl group having a carbon number of 1 to 3, R2 is a hydrogen atom, alkyl group having a carbon number of 1 to 3, or —OCOR5 group, R5 is an alkyl group having a carbon number of 1 to 4, and R6 is an alkyl group having a carbon number of 1 to 6, alkenyl group having a carbon number of 1 to 6, alkynyl group having a carbon number of 1 to 6, or a benzene ring, which may or may not include a substituent.

A method for producing (acyloxyalkyl)aromatic carboxylic acids, comprising the step of performing an oxidative esterification reaction on alkyl substituted aromatic compounds which are represented by the following Formula (1)

• CHR1R2—Ar—(R3)n (1)
• where Ar is an aromatic ring of two or greater valency, R1 is a hydrogen atom or alkyl group having a carbon number of 1 to 3, R2 is a hydrogen atom, alkyl group having a carbon number of 1 to 3, or —OCOR5 group, R3 is an alkyl group having a carbon number of 1 to 4, —COOH group, —CHO group, —CH2R4 group, or —COOR5 group, n is an integer of 1 to 5, R4 is a halogen atom, —OH group, or —OCOR5 group, and R5 is an alkyl group having a carbon number of 1 to 4, and
• carboxylic acids in the presence of oxygen using a catalyst including an element which belongs to Group VIII of the periodic table
• wherein the (acyloxyalkyl) aromatic carboxylic acid is represented by the formula:
• R6COO—CR1R2—Ar—COOH (3)
• where Ar is an aromatic ring of two or greater valency, R1 is a hydrogen atom or an alkyl group having a carbon number of 1 to 3, R2 is a hydrogen atom, an alkyl group having a carbon number of 1 to 3, or an —OCOR5 group, R5 is an alkyl group having a carbon number of 1 to 4, and R6 is an alkyl group having a carbon number of 1 to 6, an alkenyl group having a carbon number of 1 to 6, an alkynyl group having a carbon number of 1 to 6, or a benzene ring, which may or may not include a substituent.