반응 #60560

반응 방정식

4-bromoaniline

iodobenzene

potassium hydroxide

phenanthroline

→

diphenylamino 4-bromobenzene

수율 161.9%

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   여과the insoluble solid salt was filtered off
3. 3
   추출The filtrate was extracted with toluene
4. 4
   workup.DISTILLATIONdistilled water two times
5. 5
   기타the organic layer was collected
6. 6
   기타Toluene was removed from the organic layer under reduced pressure
7. 7
   기타to provide an organic compound
8. 8
   기타The organic compound was purified by column chromatography
9. 9
   기타Then, the product was precipitated with a small amount of ethanol

실험 절차

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+).

출처