反应详情

温度

70 °C

121 g (0.88M) of finely powdered potassium carbon are are introduced into 400 m N,N-dimethyl formamide. With stirring lg of potassium iodide, 176 g (0.8M) of p-hydroxy cinnamic acid n-butylester (see above) and 85 m (0.87M) of methallyl chloride are added. Under a blanket of nitrogen and with stirring the mixture is heated up to 70° C. and kept at that temperature until the starting material is consumed (about 21 hours). The mixture is cooled to room temperature and 500 m of water are added. The solution is extracted three times with a total of 1.2 liter of hexane and the hexane extracts are subsequently washed with a 10% solution of sodium carbonate and water. The hexane extract is evaporated at 30° C. in vacuo (about 12 mbar) to dryness. The residue is crystallised from 80 m of methanol at 0° C. The colourless crystalline product is collected by filtration and dried in high vacuo (about 0.1 mbar) at room temperature. 163.5 g (74.5% of theory) of product melting at 32°-33° C. are obtained.

1. additionare added
2. customis consumed (about 21 hours)
3. temperatureThe mixture is cooled to room temperature
4. addition500 m of water are added
5. extractionThe solution is extracted three times with a total of 1.2 liter of hexane
6. washthe hexane extracts are subsequently washed with a 10% solution of sodium carbonate and water
7. extractionThe hexane extract
8. customis evaporated at 30° C. in vacuo (about 12 mbar) to dryness
9. customThe residue is crystallised from 80 m of methanol at 0° C
10. filtrationThe colourless crystalline product is collected by filtration
11. customdried in high vacuo (about 0.1 mbar) at room temperature