反应详情

温度

70 °C

121 g (0.88M) of finely powdered potassium carbon are are introduced into 400 ml N,N-dimethyl formamide. With stirring 1 g of potassium iodide, 176 g (0.8M) of p-hydroxy cinnamic acid n-butylester (see above) and 85 ml (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 ml 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 ml 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 ml 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 ml 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