Sodium Hydroxide → HCID 19851971, compound

Participants

Reaction Steps

A suspension of 6.1 g (12.8 mmol) of N-{3-[3-(4-acetyl-3-hydroxy-2-n-propylphenoxy)-propoxy]-4-methyl-6-chlorophenyl}-oxamic acid methyl ester in 200 ml of methanol and 14.1 ml of N sodium hydroxide solution is heated under reflux for 90 minutes. The reaction mixture is concentrated under reduced pressure, dissolved in hot water and, after cooling, acidified with dilute hydrochloric acid. The product that has formed is filtered off, washed with water and recrystallised from acetone. N-{3-[3-(4-acetyl-3-hydroxy-2-n-propylphenoxy)-propoxy]-4-methyl-6-chlorophenyl}-oxamic acid having a melting point of 183°-184° (decomposition) is obtained. The acid is dissolved in 350 ml of acetone, and one equivalent of triethanolamine is added thereto. The solution is concentrated under reduced pressure to approximately one third and ether is added. The product that has formed is filtered off and washed with ether. The triethanolammonium salt of N-{3-[3-(4-acetyl-3-hydroxy-2-n-propylphenoxy)-propoxy]-4-methyl-6-chlorophenyl}-oxamic acid having a melting point of 70° (decomposition) is obtained.

Provenance & Evidence