4´-sec-Butylacetanilideの合成とそのニトロ化について

抄録

In the ring-alkylation of acetanilide with alcohols, the yield is lower with sec-butanol than isopropanol. It was thereby found that this is not suitable as the method of preparation for 4′-sec-butylacetanilide (II) and that nitration of (II) with nitric acid and acetic anhydride resulted in liberation of the sec-butyl group, affording 4′-nitroacetanilide and not 2′-nitro-4′-sec-butylacetanilide (IV). It was confirmed that nitration with copper nitrate (trihydrate) and acetic anhydride is the best to obtain (IV).