Acetic Anhydride → 4-{3-[1-(3-Hydroxypropyl)-4-piperidinyl]propoxy}benzamidine

Participants

Reaction Steps

To an acetic acid (50 mL) suspension of 4.58 g of N′-hydroxy-4-{3-[1-(3-hydroxypropyl)-4-piperidinyl]propoxy}benzamidine was added 2.59 mL of acetic anhydride at room temperature, which was then stirred at the same temperature for one hour. To the reaction mixture was added 0.50 g of 5% palladium-carbon, which was then stirred at room temperature under hydrogen atmosphere for 5 hours and 30 minutes. Insoluble matter was filtered off, and the solvent was distilled off under reduced pressure. Water was added to the resultant residue, which was adjusted to pH 12.5 using a 5 mol/L sodium hydroxide aqueous solution. The precipitate was collected by filtration and washed with water to provide 4.82 g of 4-{3-[1-(3-hydroxypropyl)-4-piperidinyl]propoxy}benzamidine as white solid form.

Provenance & Evidence