Réaction #64834

Équation de réaction

methylethylketone

diphenylamine

9,9-dimethylfluorene

→

2-(N,N-diphenyl)amino-9,9-dimethylfluorenone

Rendement 79.0%

Conditions de réaction

Traitement

1. 1
   AutreAfter the reaction
2. 2
   Températurethe reaction mixture was cooled
3. 3
   Filtrationsubjected to filtration
4. 4
   ConcentrationThe filtrate was concentrated under reduced pressure
5. 5
   Autreto obtain a solid
6. 6
   Autreto obtain a crystal
7. 7
   FiltrationThe crystal was recovered by filtration
8. 8
   Autrepurified by silica gel column chromatography (eluent: toluene/hexane)

Mode opératoire

16.9 g of diphenylamine, 50.0 g of 9,9-dimethylfluorene, 10.0 g of potassium carbonate anhydride and 3.0 g of copper powder were added to 70 ml of o-dichlorobenze, followed by stirring for 8 hours at 180°-185° C. After the reaction, the reaction mixture was cooled and subjected to filtration. The filtrate was concentrated under reduced pressure to obtain a solid. An appropriate amount of methylethylketone was added to the solid to obtain a crystal. The crystal was recovered by filtration and purified by silica gel column chromatography (eluent: toluene/hexane) to obtain 28.2 g of 2-(N,N-diphenyl)amino-9,9-dimethylfluorenone (Yield: 79%; melting point: 144.2°-145.1° C.).

Source