Reaktion #531801

Reaktionsgleichung

compound 82

γ-oxo-4-(coronen-1-yl)butanoic acid

hydrazine

sodium hydroxide

→

brownish-red solid

Ausbeute 88.5%

4-(coronen-1-yl)butanoic acid

Ausbeute 88.5%

Lösungsmittel

diethylene glycol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle