反应详情

温度

45 °C

1.726 g (10.0 mmol) 1-carbamoylmethyl-pyridinium chloride and 1.712 g (10.0 mmol) 2-formyl-3-o-tolyl-acrylonitrile in 24.8 ml methanol were treated with 1.05 g (10.4 mmol) triethylamine at 20-30° C. The reaction mixture was stirred for 2 hours and concentrated in vacuo (rotary evaporator at 40° C. and 20 mbar). The residue was taken up in 50 ml dichloromethane, treated with 2.56 g (20.0 mmol) (chloromethylene)dimethylammonium chloride (Vilsmeiers Reagent) and heated at 45° C. for 1 hour. In order to remove all volatile matter, the mixture was concentrated in vacuo (rotary evaporator at 45° C. and 20 mbar). The residue was heated to 180-190° C. for 15 minutes, cooled down to 20-25° C. and distributed in 80.0 ml dichloromethane and 80.0 ml water. The layers were separated. Evaporation of the organic phase in vacuo gave 1.37 g of amorphous product of 6-hydroxy-4-o-tolyl-nicotinonitrile.

1. concentrationconcentrated in vacuo (rotary evaporator at 40° C. and 20 mbar)
2. customIn order to remove all volatile matter
3. concentrationthe mixture was concentrated in vacuo (rotary evaporator at 45° C. and 20 mbar)
4. temperatureThe residue was heated to 180-190° C. for 15 minutes
5. temperaturecooled down to 20-25° C.
6. customThe layers were separated
7. customEvaporation of the organic phase in vacuo