Sodium Hydroxide → HCID 58307244, compound

Participants

Reaction Steps

A mixture of 3-(3-methoxy-phenylamino)-phthalic acid dimethyl ester (0.43 g, 1.4 mmol) and 3N NaOH (25 mL) in ethanol (50 mL) was heated to reflux for 2 hours and cooled to room temperature. The solvent was removed under vacuum and the residue was dissolved in water (50 mL), washed with CH2Cl2 (2×50 mL), and acidified with 6N HCl to pH 1-2. The resulting mixture was extracted with ethyl acetate (2×50 mL). The organic extracts were washed with water (2×50 mL) and dried (MgSO4). After filtration of the MgSO4, the solvent was evaporated in vacuo to give the product, 0.32 g, 82% yield; 1H NMR (DMSO-d6) δ 3.70 (s, 3H), 6.48 (dd, J=7.9 Hz, J=1.7 Hz, 1H), 6.62-6.64 (m, 2H), 7.11-7.44 (m, 4H), 7.92 (s, 1H), 13.12 (br, 2H).

Provenance & Evidence