反应详情

[2-(4-Bromo-2-fluoro-benzylcarbamoyl)-4-nitro-phenoxy]-acetic acid (1.10 g, 2.76 mmol) was dissolved in ethyl alcohol (40 mL, 0.1 M), treated with 10% Pd on carbon (Degussa, 0.10 g) and placed under a balloon of hydrogen for 12 h. The reaction was filtered through Celite and concentrated to give a crude solid which was recrystallized from heptane and ethyl acetate to give [4-amino-2-(4-bromo-2-fluoro-benzylcarbamoyl)-phenoxy]-acetic acid (0.79 g, 66%): mp 204° C (dec.); Rf 0.10 (10% methanol in dichloromethane); 1H NMR (DMSO-d6, 300 MHz) δ 9.16 (br t, J=6.3 Hz, 1H), 7.85 (d, J=2.7 Hz, 1H), 7.46-7.11 (m, 5H), 4.91 (s, 2H), 4.57 (br d, J=3.6 Hz, 2H). ESI-LC/MS m/z calcd for C16H14BrFN2O4: 396.0 found 395.0 (M−1)−. Anal. calcd for C16H14BrFN2O4: C, 48.38; H, 3.55; N, 7.05. Found C, 48.05; H, 4.02; N, 6.94.

1. filtrationThe reaction was filtered through Celite
2. concentrationconcentrated
3. customto give a crude solid which
4. customwas recrystallized from heptane and ethyl acetate