By condensation of 4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine (I) with 3,4-methylenedioxyphenol (II) with dicyclohexylcarbodiimide (DCC) at 180 C.
Treatment of 1,2-bis-(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (I) with acetic anhydride and pyridine provided the cyclic anhydride (II). Ethylene glycol octyl ether (V) was prepared by Williamson's synthesis from the sodium alkoxide of ethylene glycol (III) and n-octyl bromide (IV). Finally, the title diester was obtained by heating anhydride (II) with the octyl ether of ethyleneglycol (V).
Treatment of bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (I) with acetic anhydride in hot pyridine produced the cyclic anhydride (II). Ethyleneglycol mono-ether (V) was prepared by Williamson's synthesis from the sodium alkoxide of ethylene glycol (IV) and octadecyl bromide (III). Then, heating the bis-anhydride (II) with ethyleneglycol monoether (V) produced the title diester