反应详情

10.8 g (54 mmol) of triethyloxonium tetrafluoroborate are added at room temperature under argon to a solution of 9.8 g (51.3 mmol) of 4-thiocarbamoyl-1-indanone in 500 ml of absolute methylene chloride. After 16 hours a mixture of 4.2 g of potassium carbonate and 4.2 ml of water is added to the reaction solution. The mixture is then stirred briefly and filtered, and the filtrate is washed with water. The organic phase is dried over magnesium sulfate, filtered and concentrated by evaporation. The resulting crude ethylthioimino ether is dissolved in 160 ml of absolute ethanol: 3.3 g (60 mmol) of ammonium chloride are added and the mixture is heated at reflux for 20 hours. After cooling, the reaction mixture is concentrated to dryness by evaporation. Starting compound (b) is purified by chromatogaphy on 1000 ml of Amberlite® ER-180 resin (water as eluant) and recrystallised from ethanol/ether, m.p. 215°-218° (decomp.).

1. additionis added to the reaction solution
2. filtrationfiltered
3. washthe filtrate is washed with water
4. dry with materialThe organic phase is dried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated by evaporation
7. dissolutionThe resulting crude ethylthioimino ether is dissolved in 160 ml of absolute ethanol
8. temperaturethe mixture is heated
9. temperatureat reflux for 20 hours
10. temperatureAfter cooling
11. concentrationthe reaction mixture is concentrated to dryness by evaporation
12. customStarting compound (b) is purified by chromatogaphy on 1000 ml of Amberlite®
13. customresin (water as eluant) and recrystallised from ethanol/ether, m.p. 215°-218° (decomp.)