Sodium Hydroxide → [[8-Acetyl-7-[5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyloxy]-2-naphthalenyl]oxy]acetic acid

Participants

Reaction Steps

To a suspension of 1.45 g of [[8-acetyl-7-[5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyloxy]-2-naphthalenyl]oxy]acetic acid methyl ester in 54 ml of methanol, was added 27 ml of 1N sodium hydroxide. The reaction mixture was stirred at reflux for one hour and 20 minutes. The methanol was removed in vacuo and the aqueous residue was acidified to pH3. The precipitate was dissolved in chloroform, dried (magnesium sulfate), and the solid obtained from the concentrated chloroform solution was recrystallized from ethylacetate-hexane to yield 1.1 g, mp 103°-106° C. (78%) of [[8-Acetyl-7-[5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyloxy]-2-naphthalenyl]oxy]acetic acid.

Provenance & Evidence