反应详情

温度

45 °C

To a pre-stirred solution of 3-[4-(2-diethylamino-ethylamino)-3-nitro-phenyl]-acrylic acid methyl ester (61-1, 280 mg, 1.0 mmol) in glacial acetic acid (5 mL), tin chloride was added (1.18 g, 10.0 mmol). The resulting solution was heated to 45° C. for 17 hours and then cooled to room temperature. The solvent was removed under vacuum. Water (20 mL) and dichloromethane (20 mL) was added to the residue and stirred for 30 minutes. The organic layer was dried (MgSO4), filtered and concentrated to an oily residue. 100 mL diethyl ether was added and stirred for 4 hours. The product 3-[3-amino-4-(2-diethylamino-ethylamino)-phenyl]-acrylic acid methyl ester was obtained in 54.9% yield (207.6 mg). LCMS m/z: 292 ([M+H]+).

1. temperaturecooled to room temperature
2. customThe solvent was removed under vacuum
3. additionWater (20 mL) and dichloromethane (20 mL) was added to the residue
4. dry with materialThe organic layer was dried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated to an oily residue
7. addition100 mL diethyl ether was added
8. stirringstirred for 4 hours