反应详情

温度

60 °C

To the solution made of 11.0 g (0.1 mol) of 1-amino-1-cyanocyclopentane and 12.2 g (0.12 mol) of triethylamine in 80 ml of toluene, 13.0 g (0.1 mol) of valeroyl chloride was added at 30° C. After the addition the mixture was stirred at 60° C. for 1 hour, then it was cooled and washed three times with water. The phases were separated and to the organic phase at first 25 g of 20 w/v % sodium hydroxide solution and 7 g of tetrabutyl ammonium hydrogen sulfate, then at 10-15° C. 40 g of 30-35 w/v % hydrogen peroxide solution were added. The reaction mixture was heated to 25-30° C. and was stirred at that temperature for 2 hours. The mixture was then heated to 60° C. and the phases were separated again. To the toluene phase the solution of 3 g of sodium in 30 ml methanol was added and the mixture was heated to reflux temperature to distille out the solvent and the volatile components. The concentration was continued until the mixture was stirrable. To the resulting product 100 ml of acetone was added, the mixture was filtered and the pH of the filtrate was adjusted to 1-2 with conc. hydrochloric acid. The precipitated product was filtered off and dried to obtain 14 g of the title compound, yield 60.8%.

1. additionwas added at 30° C
2. additionAfter the addition the mixture
3. temperatureit was cooled
4. washwashed three times with water
5. customThe phases were separated and to the organic phase at first 25 g of 20 w/v % sodium hydroxide solution and 7 g of tetrabutyl ammonium hydrogen sulfate
6. customat 10-15° C
7. addition40 g of 30-35 w/v % hydrogen peroxide solution were added
8. temperatureThe reaction mixture was heated to 25-30° C.
9. stirringwas stirred at that temperature for 2 hours
10. temperatureThe mixture was then heated to 60° C.
11. customthe phases were separated again
12. additionTo the toluene phase the solution of 3 g of sodium in 30 ml methanol was added
13. temperaturethe mixture was heated
14. temperatureto reflux temperature
15. concentrationThe concentration
16. additionTo the resulting product 100 ml of acetone was added
17. filtrationthe mixture was filtered
18. filtrationThe precipitated product was filtered off
19. customdried