Acetic Anhydride → 7-{Acetyl[4-(acetyloxy)nonyl]amino}heptanoic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-[N-(4-hydroxynonyl)acetamido]-heptanoic acid (9.8 g., 0.03 mole) (Example 1, Step C) and acetic anhydride (6.1 g., 0.06 mole) is heated at 60° C. for 18 hours. The mixture is cooled and taken up in 80 ml. of ethyl ether. The solution is extracted with and ice-cold solution of 8 g. of sodium hydroxide in 150 ml. of water. The basic solution is separated and acidified with concentrated hydrochloric acid. The crude product that separates is extracted into ether, washed with water and dried over sodium sulfate. The ether is evaporated and the residual oil is purified by chromatoraphy on slica gel using 2% methanol in chloroform as the eluting solvent. There is obtained 7-[N-(4-acetoxynonyl)acetamido]heptanoic acid as a viscous oil.

Provenance & Evidence