26281-69-6

Droctil,Ciba Geigy,Italy,1971

ChEBI: Exiproben is a member of benzoic acids.

p-Hydroxy-benzoic acid methyl ester was subjected to a condensation reaction with 3-hexoxy-2-hydroxy-1-chloropropane in the presence of sodium ethylate and ethanol as a solvent, yielding p-(3-hexoxy-2-hydroxy)-propoxy-benzoic acid methyl ester.
62 g of this intermediate product were admixed with 250 cc of 2N sodium hydroxide and the resulting mixture was refluxed for three hours. The reaction mixture was allowed to cool and was made acid with concentrated hydrochloric acid while cooling it on ice. An oil separated out which was extracted with ether. The ether extract solution was dried over sodium sulfate and then the ether was distilled off, leaving a crystalline mass as a residue. The crystalline product was recrystallized from a mixture of benzene and petroleum ether, yielding a compound having a MP of 68°C.

Choleretic