反応 #60560

反応方程式

4-bromoaniline

iodobenzene

potassium hydroxide

phenanthroline

→

diphenylamino 4-bromobenzene

収率 161.9%

反応条件

後処理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   ろ過the insoluble solid salt was filtered off
3. 3
   抽出The filtrate was extracted with toluene
4. 4
   workup.DISTILLATIONdistilled water two times
5. 5
   その他the organic layer was collected
6. 6
   その他Toluene was removed from the organic layer under reduced pressure
7. 7
   その他to provide an organic compound
8. 8
   その他The organic compound was purified by column chromatography
9. 9
   その他Then, the product was precipitated with a small amount of ethanol

実験手順

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+).

出典