Hydrochloric Acid → 6-(4-Nitrophenoxy)hexanoic acid

Participants

Reaction Steps

A mixture of 6-(4-nitrophenoxy)-hexanoic acid methyl ester (125 g) and concentrated hydrochloride acid (1.2 L) was refluxed for 16 hours. The reaction mixture cooled was to room temperature, filtered, dried and recrystallised from a mixture of ethyl acetate and hexane (1:6) to obtain pure 6-(4-nitrophenoxy)-hexanoic acid (95 g) as a white powder with a melting point of 104-107° C. The product was characterized by 1H NMR (CDCl3) δ 1.60 (m, 2H, CH2), 1.76 (m, 2H, CH2), 1.90 (m, 2H, CH2), 2.42 (t, 2H, CH2), 4.04 (t, 2H2, OCH2), 6.96 (d, 2H, Ar), 8.20 (d, 2H, Ar).

Provenance & Evidence