反应详情

100.0 g (601.8 mmol) of 4-(2-hydroxyethoxy)benzaldehyde were initially charged in 600 ml of absolute ethanol, 40 g (605.5 mmol) of malononitrile and 1 ml (7.22 mmol) of triethylamine were added and the mixture was heated at reflux for 2 h. The heating bath was removed, and 43.5 g (658.2 mmol) of malononitrile, 1.5 ml (10.83 mmol) of triethylamine and 66.3 g (601.8 mmol) of thiophenol were added to the mixture. The mixture was heated at reflux for another 2 h and then stirred at room temperature for 8 h. The reaction solution was cooled to 5° C., and the precipitate formed was filtered off with suction. The precipitate was washed with 500 ml of tert-butyl methyl ether. The residue was taken up in 400 ml of DMF and heated to 70° C. A solution of 141.1 g (257.4 mmol) of ammonium cerium(IV) nitrate in 250 ml of water of a temperature of 50° C. was then added dropwise. During the addition, a further 500 ml of DMF were added. After the addition, the mixture was stirred at RT for 1 h. 1000 ml of water were then added, and the reaction mixture was stirred at RT for 16 h. The resulting precipitate was filtered off with suction and washed with water. The residue was dried under reduced pressure.

1. temperaturethe mixture was heated
2. temperatureat reflux for 2 h
3. customThe heating bath was removed
4. temperatureThe mixture was heated
5. temperatureat reflux for another 2 h
6. temperatureThe reaction solution was cooled to 5° C.
7. customthe precipitate formed
8. filtrationwas filtered off with suction
9. washThe precipitate was washed with 500 ml of tert-butyl methyl ether
10. temperatureheated to 70° C
11. additionDuring the addition
12. additionAfter the addition
13. stirringthe mixture was stirred at RT for 1 h
14. stirringthe reaction mixture was stirred at RT for 16 h
15. filtrationThe resulting precipitate was filtered off with suction
16. washwashed with water
17. customThe residue was dried under reduced pressure