Trifluoroacetic acid → HCID 23512018, compound

Participants

Reaction Steps

To a stirred solution of tert-butyl 4-[N′-(2-methoxyphenyl)ureido]-3-methoxylphenyl-acetate (2.01 g, 5.20 mmol) in CH2Cl2 (15 ml) was added trifluoroacetic acid (10 ml), and the resulting mixture was heated under reflux for 30 min. The mixture was concentrated in vacuo. Water was added to the residue to give precipitate, which was collected by filtration. The crude solid was recrystallized from EtOH/hexane to give 4-[N′-(2-methoxyphenyl)ureido]-3-methoxy phenylacetic acid as white powder (1.40 g, 82%). mp 182–185° C.; 1H-NMR (CD3OD) δ 3.55 (s, 2 H), 3.88 (s, 3 H), 3.89 (s, 3 H), 6.80–6.99 (m, 5 H), 7.94 (d, J=8.4 Hz, 1 H), 8.00 (d, J=7.2 Hz, 1 H); MS (ESI) m/z 330 (M+).

Provenance & Evidence