Reacción #576143

Ecuación de reacción

3,10-didodecyl-7,14-dihydropentacene-5,12-dione

→

2,9-didodecylpentacene

Disolventes

2-methoxyethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroflushed with nitrogen for 15 minutes
2. 2
   workup.ADDITIONTo this was added 4.46 grams of sodium borohydride
3. 3
   TemperaturaThe mixture was cooled to room temperature
4. 4
   workup.ADDITION42 mL of methanol was added slowly
5. 5
   workup.STIRRINGThe resulting mixture was stirred at room temperature for 30 minutes
6. 6
   workup.ADDITIONTo this was added 1.2 grams of sodium borohydride
7. 7
   workup.STIRRINGstirring
8. 8
   workup.ADDITIONTo the resulting mixture was added 60 mL of acetic acid
9. 9
   Temperaturathe mixture was heated at 60° C. for one hour
10. 10
    workup.ADDITIONTo this mixture was added 43 mL of concentrated hydrochloric acid
11. 11
    Temperaturaheating
12. 12
    workup.WAITwas continued at 60° C. for one hour
13. 13
    workup.ADDITIONTo the resulting mixture was added 100 mL of water
14. 14
    Temperaturathe mixture cooled to room temperature
15. 15
    Filtraciónthe solid was collected by filtration
16. 16
    Otrodried

Procedimiento

A mixture of 8.5 grams of 3,10-didodecyl-7,14-dihydropentacene-5,12-dione and 250 mL of 2-methoxyethyl ether was stirred and flushed with nitrogen for 15 minutes. To this was added 4.46 grams of sodium borohydride. The resulting mixture was heated to 60° C. for 18 hours. The mixture was cooled to room temperature, and 42 mL of methanol was added slowly. The resulting mixture was stirred at room temperature for 30 minutes. To this was added 1.2 grams of sodium borohydride, and stirring was continued at room temperature for 16 hours. To the resulting mixture was added 60 mL of acetic acid, and the mixture was heated at 60° C. for one hour. To this mixture was added 43 mL of concentrated hydrochloric acid, and heating was continued at 60° C. for one hour. To the resulting mixture was added 100 mL of water and the mixture cooled to room temperature and the solid was collected by filtration and dried to give 2,9-didodecylpentacene.

Fuente