反应详情

温度

80 °C

A mixture of 3-(3-nitro-phenyl)-acrylic acid methyl ester (22) (10.0 g, 48 mmol) and SnCl2.2H2O (54 g, 240 mmol) in anhydrous ethanol (200 ml) was heated at 80° C. for 1 hour. The reaction mixture was allowed to cool to room temperature, then the solvent was partially evaporated by vacuum rotary evaporator (up to ca. ½ volume). The residue was poured in ice water, neutralised (pH˜7) with saturated Na2CO3 and the resulting mixture was extracted with ethyl acetate. The organic extract was washed with saturated NaCl and dried (Na2SO4). The extract was filtrated through a small amount of silicagel and evaporated to give pure title compound in a form of white crystals (8.5 g, 99%). 1H NMR (CDCl3, HMDSO), δ: 3.69 (2H, br s); 3.79 (3H, s); 6.39 (1H, d, J=16.0 Hz); 6.61-7.03 (3H, m); 7.18 (1H, t, J=7.6 Hz); 7.62 (1H, d, J=16.0 Hz).

1. temperatureto cool to room temperature
2. customthe solvent was partially evaporated by vacuum rotary evaporator (up to ca. ½ volume)
3. additionThe residue was poured in ice water
4. extractionneutralised (pH˜7) with saturated Na2CO3 and the resulting mixture was extracted with ethyl acetate
5. extractionThe organic extract
6. washwas washed with saturated NaCl
7. dry with materialdried (Na2SO4)
8. filtrationThe extract was filtrated through a small amount of silicagel
9. customevaporated