반응 #531801

반응 방정식

compound 82

γ-oxo-4-(coronen-1-yl)butanoic acid

hydrazine

sodium hydroxide

→

brownish-red solid

수율 88.5%

4-(coronen-1-yl)butanoic acid

수율 88.5%

용매

diethylene glycol

반응 조건

후처리

1. 1
   workup.WAITfollowed by 90-minute
2. 2
   온도refluxing in a 180-° C
3. 3
   workup.DISTILLATIONThe excess hydrazine and water were distilled away
4. 4
   기타to precipitate a solid substance
5. 5
   여과The solid substance was collected by filtration
6. 6
   세척was washed with ion-exchange water
7. 7
   기타by drying under reduced pressure
8. 8
   workup.ADDITIONThis solid substance was dispersed in 10 ml of xylene
9. 9
   온도was heated to 140° C
10. 10
    workup.DISSOLUTIONIn this manner, the solid substance was dissolved
11. 11
    온도After that, the substance was cooled slowly back to room temperature
12. 12
    기타to precipitate a solid substance
13. 13
    여과The solid substance generated here was collected by filtration
14. 14
    기타was dried under reduced pressure

실험 절차

The compound 82 (0.503 g, 1.26 mmol), 0.4 ml of 79% aqueous hydrazine, and 0.462 g (11.6 mmol) of sodium hydroxide were dissolved in 3.0 ml of diethylene glycol, followed by 90-minute refluxing in a 180-° C. oil bath. The excess hydrazine and water were distilled away, and the refluxing was continued for two more hours. After the reaction was completed, the solution was cooled back to room temperature, to precipitate a solid substance. The solid substance was collected by filtration, and was washed with ion-exchange water, followed by drying under reduced pressure. This solid substance was dispersed in 10 ml of xylene, and was heated to 140° C. In this manner, the solid substance was dissolved. After that, the substance was cooled slowly back to room temperature, to precipitate a solid substance. The solid substance generated here was collected by filtration, and was dried under reduced pressure, to obtain 0.431 g of the brownish-red solid substance 83. Here, 1HNMR was not measured, since its product was not soluble in any deuterated solvents.

출처