Reacción #42164

Ecuación de reacción

chlorobenzene

diphenylamine

sodium-tert-butoxide

→

triphenylamine

Rendimiento 91.8%

Disolventes

xylene

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA 100-ml four-necked flask was equipped with a stirrer
2. 2
   workup.ADDITIONadded into the flask
3. 3
   OtroThe flask was purged with argon
4. 4
   workup.STIRRINGby stirring at 100-120° C. for 10 hours
5. 5
   OtroAfter the completion of the reaction, 45 ml of xylene and 50 ml of saturated sodium chloride solution
6. 6
   workup.ADDITIONwere added
7. 7
   Otrofollowed by separation
8. 8
   OtroThe organic phase was purified by column chromatography

Procedimiento

A 100-ml four-necked flask was equipped with a stirrer, a thermometer and a reflux condenser. 5.403 g (48 mmol) of chlorobenzene, 6.769 g (40 mmol) of diphenylamine, 4.613 g (48 mmol) of sodium-tert-butoxide, 0.002 g (0.01 mmol) of palladium (II) acetate and 5 ml of xylene were weighed in the flask, followed by stirring. Further, 0.021 g (0.04 mmol) of tri-tert-butylphosphonium tetraphenylborate obtained in Example A-1 was weighed in air and added into the flask. The flask was purged with argon, followed by stirring at 100-120° C. for 10 hours. After the completion of the reaction, 45 ml of xylene and 50 ml of saturated sodium chloride solution were added, followed by separation. The organic phase was purified by column chromatography to afford 9.008 g of triphenylamine (yield: 92 mol % based on diphenylamine). The melting point was 125-126° C.

Fuente