Réaction #60235

Équation de réaction

sodium t-butoxide

2-bromo-7-iodo-9,9-dimethylfluorene

diphenylamine

N,N′-dimethylethylene-diamine

→

yellow solid

Rendement 69.9%

2-(N,N-diphenylamino)-7-bromo-9,9-dimethylfluorene

Rendement 69.9%

Solvants

xylene

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONCharged under Ar atmosphere
2. 2
   Températurethe mixture was refluxed for 24 hours
3. 3
   Températureunder heating
4. 4
   Extractionthe mixture was extracted with toluene
5. 5
   Filtrationthe insoluble matter was filtered
6. 6
   ConcentrationThe filtrate was concentrated

Mode opératoire

Charged under Ar atmosphere were 2-bromo-7-iodo-9,9-dimethylfluorene 20.0 g, diphenylamine 8.46 g, copper iodide 0.476 g, N,N′-dimethylethylene-diamine 0.441 g, sodium t-butoxide 7.21 g and xylene 50 ml, and the mixture was refluxed for 24 hours under heating. After cooled down to room temperature, the mixture was extracted with toluene, and the insoluble matter was filtered. The filtrate was concentrated, and then the concentrate was refined by silica gel chromatography to obtain 15.4 g of a yellow solid matter of 2-(N,N-diphenylamino)-7-bromo-9,9-dimethylfluorene.

Source