Reacción #434784

Ecuación de reacción

HCl

9-bromophenanthrene

aluminum chloride

→

dibenzo[b,k]perylene

Rendimiento 3.5%

Disolventes

benzene

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Temperaturathe mixture was heated
3. 3
   Temperaturaat reflux for one hour
4. 4
   Temperaturato reflux for an hour
5. 5
   TemperaturaOnce cooled the mixture
6. 6
   Filtraciónwas filtered
7. 7
   LavadoThe crude solid was washed with several portions of water
8. 8
   Otroair-dried
9. 9
   Extracciónextracted with hot THF
10. 10
    Otroat 300° C.

Procedimiento

To a stirred solution of 9-bromophenanthrene (50 g) in benzene (250 mL) was added solid aluminum chloride (50 g) gradually in portions. After the addition was complete, the mixture was heated at reflux for one hour, then cooled to ambient temperature. A slow addition of 2N HCl (250 mL) was then made (caution: exothermic). The resultant mixture was heated to reflux for an hour. Once cooled the mixture was filtered. The crude solid was washed with several portions of water and air-dried. The black solid (13.5 g) was placed in a soxhlet extractor and extracted with hot THF. The concentrated extracts were sublimed under a nitrogen flow at 300° C. and 640 mTorr to provide 1.2 g of dibenzo[b,k]perylene. The sample was pure by HPLC analysis (Keystone PAH, 5 micron, 100×3 mm).

Fuente