Reacción #2484252

Ecuación de reacción

3,3',4,4'-tetramethyldiphenylamine

1-iodonaphthalene

potassium carbonate

→

N,N-bis(3,4-dimethylphenyl)naphthalene-1-amine

Rendimiento 37.4%

Disolventes

n-tridecane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroIn 100-ml three-neck flask were placed
2. 2
   Otrothe reaction for 25 hours at 200° C. under a nitrogen gas atmosphere
3. 3
   OtroThe reaction mixture was subjected to a column purification (solvent: n-hexane) with activated alumina
4. 4
   workup.DISTILLATIONthe solvent was distilled under reduced pressure
5. 5
   OtroThe residue was recrystallized from ethanol

Procedimiento

In 100-ml three-neck flask were placed 7.2 g of 3,3',4,4'-tetramethyldiphenylamine synthesized in Example 3 (1), 12.2 g of 1-iodonaphthalene, 5 g of anhydrous potassium carbonate, 0.5 g of copper sulfate pentahydrate and 10 ml of n-tridecane, and after carrying out the reaction for 25 hours at 200° C. under a nitrogen gas atmosphere, the reaction mixture was cooled to room temperature. The reaction mixture was subjected to a column purification (solvent: n-hexane) with activated alumina and the solvent was distilled under reduced pressure. The residue was recrystallized from ethanol to provide 4.2 g of N,N-bis(3,4-dimethylphenyl)naphthalene-1-amine. (Melting point 125° to 127° C., light yellow crystals, IR spectrum shown in FIG. 5.)

Fuente