تفاعل #60560

معادلة التفاعل

4-bromoaniline

iodobenzene

potassium hydroxide

phenanthroline

→

diphenylamino 4-bromobenzene

المردود 161.9%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled to room temperature
2. 2
   ترشيحthe insoluble solid salt was filtered off
3. 3
   استخلاصThe filtrate was extracted with toluene
4. 4
   workup.DISTILLATIONdistilled water two times
5. 5
   أخرىthe organic layer was collected
6. 6
   أخرىToluene was removed from the organic layer under reduced pressure
7. 7
   أخرىto provide an organic compound
8. 8
   أخرىThe organic compound was purified by column chromatography
9. 9
   أخرىThen, the product was precipitated with a small amount of ethanol

الإجراء التجريبي

To a 500 ml flask, 17.2 g (0.1 mol) of 4-bromoaniline, 50 g (0.24 mol) of iodobenzene, 32 g (0.8 mol) of potassium hydroxide, 0.04 g (0.04 mol, 0.4 eq.) of cuprous chloride and 0.08 g (0.04 mol, 0.4 eq.) of phenanthroline were introduced and stirred for 12 hours at 180° C. under nitrogen atmosphere. The reaction mixture was cooled to room temperature and the insoluble solid salt was filtered off. The filtrate was extracted with toluene and distilled water two times and then the organic layer was collected. Toluene was removed from the organic layer under reduced pressure to provide an organic compound. The organic compound was purified by column chromatography using n-hexane as an eluent. Then, the product was precipitated with a small amount of ethanol to provide 21 g of diphenylamino 4-bromobenzene (yield 65%). m/z 324 (M+).

المصدر