Reacción #2050

Ecuación de reacción

5-[N-(4-tolyl)-N-phenylamino]acenaphthene

5-[N-(4-tolyl)-N-phenylamino]acenaphthene

sodium hydroxide

N,N-dimethylformamide

phosphorus oxychloride

→

5-[N-(4-formylphenyl)-N-(4-tolyl)amino]acenaphthene

Rendimiento 97.1%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONThe reaction product was poured into an aqueous solution
2. 2
   Otroto precipitate a crystal, which
3. 3
   Filtraciónwas then filtrated
4. 4
   Lavadowashed with water
5. 5
   Otrodried

Procedimiento

4.7 g (0.014 mol) of the above prepared 5-[N-(4-tolyl)-N-phenylamino]acenaphthene was dissolved in 30 ml of N,N-dimethylformamide, and 3.22 g (0.021 mol) of phosphorus oxychloride was dropwise added thereto at room temperature for 10 minutes. After the temperature was raised to 50° C., and the mixture was stirred for 14 hours. The reaction was determined to be finished when disappearance of 5-[N-(4-tolyl)-N-phenylamino]acenaphthene was identified. The reaction product was poured into an aqueous solution having 10 g (0.23 mol) of 93% sodium hydroxide dissolved in 250 ml of water. The resultant mixture was cooled to precipitate a crystal, which was then filtrated, washed with water and dried to obtain 4.94 g (yield: 97.1%) of 5-[N-(4-formylphenyl)-N-(4-tolyl)amino]acenaphthene.

Fuente