تفاعل #42185

ord-fc2edff262d145d48019701486a39b6c

معادلة التفاعل

Brc1ccccc1
bromobenzene
c1ccc(Nc2ccccc2)cc1
diphenylamine
CC(C)(C)[O-].[Na+]
sodium-tert-butoxide
c1ccc(N(c2ccccc2)c2ccccc2)cc1
triphenylamine
المردود 85.0%

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, 0.090 g (0.40 mmol) of palladium (II) acetate and 5 ml of xylene were weighed in the flask, followed by stirring. Further, 0.690 g (1.20 mmol) of n-butyldicyclohexylphosphonium tetraphenylborate obtained in Example B-47 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 8.345 g of triphenylamine (yield: 85 mol % based on diphenylamine). The melting point was 125-126° C.

المصدر

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