The invention provides methods of preparing 8-hydroxy-2,2,14,14-tetramethylpentadecanedioic acid and methods of making a pharmaceutical material comprising a purified amount of 8-hydroxy-2,2,14,14-tetramethylpentadecanedioic acid. Also provided are compositions and pharmaceutical materials including a purified amount of 8-hydroxy-2,2,14,14-tetramethylpentadecanedioic acid as well as methods of treating various diseases and conditions using the compositions and pharmaceutical materials.

The invention provides methods of preparing 8-hydroxy-2,2,14,14-tetramethylpentadecanedioic acid and methods of making a pharmaceutical material comprising a purified amount of 8-hydroxy-2,2,14,14-tetramethylpentadecanedioic acid. Also provided are compositions and pharmaceutical materials including a purified amount of 8-hydroxy-2,2,14,14-tetramethylpentadecanedioic acid as well as methods of treating various diseases and conditions using the compositions and pharmaceutical materials.

A method for preparing a compound and a method for preparing a polymer employing the same are provided. The method for preparing a compound includes reacting a compound having a structure represented by Formula (I) with a compound having a structure represented by Formula (III) in the presence of a compound having a structure represented by Formula (II) to obtain a compound having a structure represented by Formula (IV)

##STR00001##

wherein Ar.sup.1 is substituted or unsubstituted aryl group; X is O, S, or NH; R.sup.1 is independently hydrogen or C.sub.1-6 alkyl group; R.sup.2 is hydroxyl group, C.sub.1-6 alkyl group, phenyl group, or tolyl group; and R.sup.3 is independently C.sub.1-6 alkyl group, C.sub.5-8 cycloalkyl group, or C.sub.2-6 alkoxyalkyl group.

A compound represented by formula (3): ##STR00001## (wherein R.sup.1 represents a C1-C6 perfluoroalkyl group, R.sup.2 represents a C1-C6 alkyl group, and m represents an integer of 0 to 3)
or a salt thereof, which is useful as a production intermediate of pharmaceuticals and agrochemicals, can be produced by reacting an alkali metal salt or zinc salt of a C1-C6 perfluoroalkanesulfinic acid with 2-aminophenol optionally substituted by 1 to 3 C1-C6 alkyl groups or a salt thereof in the presence of an oxidizing agent.

A compound represented by formula (3): ##STR00001## (wherein R.sup.1 represents a C1-C6 perfluoroalkyl group, R.sup.2 represents a C1-C6 alkyl group, and m represents an integer of 0 to 3)
or a salt thereof, which is useful as a production intermediate of pharmaceuticals and agrochemicals, can be produced by reacting an alkali metal salt or zinc salt of a C1-C6 perfluoroalkanesulfinic acid with 2-aminophenol optionally substituted by 1 to 3 C1-C6 alkyl groups or a salt thereof in the presence of an oxidizing agent.

A compound represented by formula (3): ##STR00001## (wherein R.sup.1 represents a C1-C6 perfluoroalkyl group, R.sup.2 represents a C1-C6 alkyl group, and m represents an integer of 0 to 3)
or a salt thereof, which is useful as a production intermediate of pharmaceuticals and agrochemicals, can be produced by reacting an alkali metal salt or zinc salt of a C1-C6 perfluoroalkanesulfinic acid with 2-aminophenol optionally substituted by 1 to 3 C1-C6 alkyl groups or a salt thereof in the presence of an oxidizing agent.

A compound represented by formula (3):

##STR00001## (wherein R.sup.1 represents a C1-C6 perfluoroalkyl group, R.sup.2 represents a C1-C6 alkyl group, and m represents an integer of 0 to 3)
or a salt thereof, which is useful as a production intermediate of pharmaceuticals and agrochemicals, can be produced by reacting an alkali metal salt or zinc salt of a C1-C6 perfluoroalkanesulfinic acid with 2-aminophenol optionally substituted by 1 to 3 C1-C6 alkyl groups or a salt thereof in the presence of an oxidizing agent.

A compound represented by formula (3):

##STR00001## (wherein R.sup.1 represents a C1-C6 perfluoroalkyl group, R.sup.2 represents a C1-C6 alkyl group, and m represents an integer of 0 to 3)
or a salt thereof, which is useful as a production intermediate of pharmaceuticals and agrochemicals, can be produced by reacting an alkali metal salt or zinc salt of a C1-C6 perfluoroalkanesulfinic acid with 2-aminophenol optionally substituted by 1 to 3 C1-C6 alkyl groups or a salt thereof in the presence of an oxidizing agent.

A compound represented by formula (3):

##STR00001## (wherein R.sup.1 represents a C1-C6 perfluoroalkyl group, R.sup.2 represents a C1-C6 alkyl group, and m represents an integer of 0 to 3)
or a salt thereof, which is useful as a production intermediate of pharmaceuticals and agrochemicals, can be produced by reacting an alkali metal salt or zinc salt of a C1-C6 perfluoroalkanesulfinic acid with 2-aminophenol optionally substituted by 1 to 3 C1-C6 alkyl groups or a salt thereof in the presence of an oxidizing agent.

A compound represented by formula (3): ##STR00001##
(wherein R.sup.1 represents a C1-C6 alkyl group optionally having one or more halogen atoms, R.sup.2 represents a C1-C6 alkyl group, and m represents an integer of 0 to 3)
can be produced by reacting a C1-C6 alkanesulfinic acid salt optionally having one or more halogen atoms with a compound represented by formula (2): ##STR00002##
(wherein R.sup.2 and m are as defined above)
in the presence of a protonic acid.