反应详情

1,2-Cyclohexadione (98%; 5.0 g, 1 eq.) is dissolved in acetic acid (100%; 30 ml). 1,1-Diphenylhydrazine hydrochloride (98%; 19.68 g, 2 eq.) is slowly added thereto. The suspension is stirred at room temperature overnight. Subsequently, the reaction is stirred at reflux for 54 h. After cooling to room temperature, the suspension is filtered with suction and washed with a little acetic acid. The residue is suspended in hot distilled water, filtered off with suction and washed to neutrality. The solid is dried under reduced pressure overnight. Subsequently, the solid is dissolved in toluene (300 ml) and Pd/C (10%; 2 g) is added; the mixture is stirred at reflux overnight. The solution was filtered through Celite (super standard) and washed with toluene and methylene chloride. The clear solution is concentrated and the residue is dried at 100° C. under reduced pressure. This gives 5.11 g of compound 4, 57.2% yield.

1. stirringSubsequently, the reaction is stirred
2. temperatureat reflux for 54 h
3. temperatureAfter cooling to room temperature
4. filtrationthe suspension is filtered with suction
5. washwashed with a little acetic acid
6. distillationin hot distilled water
7. filtrationfiltered off with suction
8. washwashed to neutrality
9. customThe solid is dried under reduced pressure overnight
10. dissolutionSubsequently, the solid is dissolved in toluene (300 ml)
11. additionPd/C (10%; 2 g) is added
12. stirringthe mixture is stirred
13. temperatureat reflux overnight
14. filtrationThe solution was filtered through Celite (super standard)
15. washwashed with toluene and methylene chloride
16. concentrationThe clear solution is concentrated
17. customthe residue is dried at 100° C. under reduced pressure