تفاعل #42186

ord-679046ba82444c97a0cf79c2478c7f13

معادلة التفاعل

Brc1ccccc1
bromobenzene
c1ccc(Nc2ccccc2)cc1
diphenylamine
CC(C)(C)[O-].[Na+]
sodium-tert-butoxide
c1ccc(N(c2ccccc2)c2ccccc2)cc1
triphenylamine
المردود 92.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىA 100-ml four-necked flask was equipped with a stirrer
  2. 2
    workup.ADDITIONadded into the flask
  3. 3
    أخرىThe flask was purged with argon
  4. 4
    workup.STIRRINGby stirring at 125° C. for 4 hours
  5. 5
    أخرىAfter the completion of the reaction, 45 ml of xylene and 50 ml of saturated sodium chloride solution
  6. 6
    workup.ADDITIONwere added
  7. 7
    أخرىfollowed by separation
  8. 8
    أخرىThe organic phase was purified by column chromatography

الإجراء التجريبي

A 100-ml four-necked flask was equipped with a stirrer, a thermometer and a reflux condenser. 7.536 g (48 mmol) of bromobenzene, 6.769 g (40 mmol) of diphenylamine, 4.613 g (48 mmol) of sodium-tert-butoxide, 0.009 g (0.04 mmol) of palladium (II) acetate and 5 ml of xylene were weighed in the flask, followed by stirring. Further, 0.065 g (0.12 mmol) of di-tert-butylphenylphosphonium tetraphenylborate obtained in Example B-9 was weighed in air and added into the flask. The flask was purged with argon, followed by stirring at 125° C. for 4 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 9.028 g of triphenylamine (yield: 92 mol % based on diphenylamine). The melting point was 125-126° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07728176B2uspto-grants-2010_06