Reacción #531799

Ecuación de reacción

compound 72

γ-oxo-4-(perylen-1-yl)butanoic acid

hydrazine

sodium hydroxide

→

black solid

Rendimiento 99.8%

4-(perylen-1-yl)butanoic acid

Rendimiento 99.8%

Disolventes

diethylene glycol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITfollowed by 90-minute
2. 2
   Temperaturarefluxing in a 180-° C
3. 3
   workup.DISTILLATIONThe excess hydrazine and water were distilled away
4. 4
   Otroto precipitate a solid substance
5. 5
   FiltraciónThe solid substance was collected by filtration
6. 6
   Lavadowas washed with ion-exchange water and 2M hydrochloric acid
7. 7
   Otroby drying under reduced pressure
8. 8
   workup.ADDITIONThis solid substance was dispersed in 10 ml of xylene
9. 9
   Temperaturawas heated to 140° C
10. 10
    workup.DISSOLUTIONIn this manner, the solid substance was dissolved
11. 11
    TemperaturaAfter that, the substance was cooled slowly back to room temperature
12. 12
    Otroto precipitate a solid substance
13. 13
    FiltraciónThe solid substance generated here was collected by filtration
14. 14
    Otrowas dried under reduced pressure

Procedimiento

The compound 72 (0.390 g, 1.11 mmol), 0.4 ml of 79% aqueous hydrazine, and 0.290 g (7.25 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 and 2M hydrochloric acid, 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 0.375 g of the black solid substance 73.

Fuente