反应 #531801

反应方程式

compound 82

γ-oxo-4-(coronen-1-yl)butanoic acid

hydrazine

sodium hydroxide

→

brownish-red solid

收率 88.5%

4-(coronen-1-yl)butanoic acid

收率 88.5%

溶剂

diethylene glycol

反应条件

后处理

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

实验过程

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.

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