Hydrochloric Acid → 4-(3-Formyl-4-nitro-phenoxy)-butyric acid

Participants

Reaction Steps

To a solution of ethyl 4-(3-formyl-4-nitrophenyl)oxybutanoate (65 g) in ethanol (400 ml) was added 3N NaOH (100 ml) in small portions. After 30 minutes at room temperature, the reaction mixture was acidified with concentrated HCl and the ethanol evaporated. The aqueous residue was extracted with ethyl acetate (4×200 ml). The combined organic layers were washed with brine (2×200 ml), dried over Na2SO4, filtered and evaporated to give a light yellow solid. Trituration with ether afforded 4-(3-formyl-4-nitrophenyl)oxybutanoic acid (55 g), m.p. 109°-110° C.

Provenance & Evidence