反应详情

温度

100 °C

A solution containing 2-acetoxy-4-(bromomethyl) benzoic acid methyl ester (1.34g, 4.67 mmol, RN 13339-10-1) and sodium formate (0.795 g, 11.7 mmol) In EtOH:DMSO:H2O (2:2:1, 93 mL) was heated at 100° C. for 16 h. The reaction was cooled to ambient temperature, diluted with 10% CH2Cl2 /EtOAc (100 mL), washed with brine (3×), dried (Na2SO4) and concentrated. The crude product was purified on Biotage KP-Sil eluting with 20% acetone/hexane to give 0.518 g (49%) of the title compound as a clear oil. 1H NMR (DMSO-d6) δ 2.28 (s, 3H), 3.80 (s, 3H), 4.57 (d, 2H), 5.45 (br, t, 1H), 7.16 (s, 1H), 7.33 (d, 1H), 7.91 (d, 1H).

1. temperatureThe reaction was cooled to ambient temperature
2. washwashed with brine (3×)
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated
5. customThe crude product was purified on Biotage
6. washKP-Sil eluting with 20% acetone/hexane