Reacción #653655

Ecuación de reacción

5-acenaphthylamine

triethylamine

4-tert-butylbenzyl-bromide

→

N-(5-acenaphthyl)-4-tert-butylbenzylamine

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe reaction mixture was stirred at 23° C. for 15 hours
2. 2
   Otroprecipitates
3. 3
   Otroformed
4. 4
   OtroThe precipitates (triethylamine.HBr)
5. 5
   Filtraciónwere filtered out
6. 6
   Concentraciónthe filtrate was concentrated to dryness
7. 7
   OtroThen the crude reaction mixture
8. 8
   Otrowas purified by column chromatography (SiO2, hexane/CH2Cl2=5/1)

Procedimiento

A mixture of 5-acenaphthylamine (1.0 g, 6 mmol) and triethylamine (0.76 g, 7.5 mmol) in toluene (50 mL) was stirred at 4° C., and 4-tert-butylbenzyl-bromide (1.36 g, 6 mmol) was added in slowly. The reaction mixture was stirred at 23° C. for 15 hours and precipitates formed. The precipitates (triethylamine.HBr) were filtered out; the filtrate was concentrated to dryness. Then the crude reaction mixture was purified by column chromatography (SiO2, hexane/CH2Cl2=5/1). N-(5-acenaphthyl)-4-tert-butylbenzylamine (1.67 g, an oil) was obtained.

Fuente