Sodium Hydroxide → HCID 20130021, compound

Participants

Reaction Steps

A mixture of 3-phenylaminophthalic acid dimethyl ester (0.60 g, 2.1 mmol) and 3N NaOH (50 mL) in ethanol (100 mL) was heated to reflux for 2.5 hours. The mixture was cooled, and the solvent was removed under vacuum. The residue was dissolved in water (100 mL), washed with ethyl acetate (3×75 mL), acidified (HCl) and extracted with ethyl acetate (3×75 mL). The combined organic extracts were washed with water (3×75 mL), dried (MgSO4), and evaporated, providing 0.52 g of the product in 97% yield: 1H NMR (DMSO-d6) δ 6.92 (t, J=7.3 Hz, 1H), 7.06-7.09 (m, 2H), 7.18-7.29 (m, 3H), 7.33-7.42 (m, 2H), 7.98 (s, 1H).

Provenance & Evidence