反应详情

Add, one after another, 1.13 g (14.7 mmol) of ammonium acetate, 40.4 mL (500 mmol) of pyridine and 31.2 g (367 mmol) of 2-cyanoacetic acid to a solution of 61 g (367 mmol) of 2,6-dimethoxybenzaldehyde in 360 mL of toluene. Reflux the reaction mixture for 15 h, distilling the toluene-water azeotrope in Dean-Stark apparatus. Take up the solution in 500 mL toluene and 40 mL pyridine and reflux again for 48 h in the Dean-Stark apparatus. After concentration under reduced pressure, take up the residue in 800 mL of dichloromethane (DCM) and wash successively with 1 L of 1N HCl aqueous solution, 500 mL of saturated aqueous solution of sodium carbonate (Na2CO3) and 1 L of water. After drying over sodium sulphate (Na2SO4) and concentration under reduced pressure, we obtain 62 g of (2E)-3-(2,6-dimethoxyphenyl)acrylonitrile in the form of brown oil, which is used “as is” in the next stage.

1. additionAdd
2. temperatureReflux the reaction mixture for 15 h
3. distillationdistilling the toluene-water azeotrope in Dean-Stark apparatus
4. temperature40 mL pyridine and reflux again for 48 h in the Dean-Stark apparatus
5. concentrationAfter concentration under reduced pressure
6. washwash successively with 1 L of 1N HCl aqueous solution, 500 mL of saturated aqueous solution of sodium carbonate (Na2CO3) and 1 L of water
7. dry with materialAfter drying over sodium sulphate (Na2SO4) and concentration under reduced pressure, we