反应 #2314308

反应方程式

9H-tribenz[b,d,f]azepine

1,4-dibromobenzene

decalin

potassium hydroxide

→

9-(4-bromophenyl)-9H-tribenz[b,d,f]azepine

收率 25.1%

溶剂

chloroform

反应条件

后处理

1. 1
   温度The reaction mixture was cooled nearly to room temperature
2. 2
   过滤followed by filtration
3. 3
   其他to remove the insoluble matter
4. 4
   浓缩The filtrate was concentrated
5. 5
   其他To remove decalin, n-hexane
6. 6
   workup.ADDITIONwas added to the residue
7. 7
   过滤followed by filtration
8. 8
   其他The filter cake was purified by silica gel column chromatography

实验过程

A mixture of 9.2 g (38 mmol) of 9H-tribenz[b,d,f]azepine (synthesized in accordance with J. Org. Chem., vol. 56, p. 3906 (1991)), 44.8 g (190 mmol) of 1,4-dibromobenzene, 5.6 g (100 mmol) of potassium hydroxide, 1.6 g (25 mmol) of copper powder, and 50 ml of decalin was heated at an external temperature of 200° C. for 36 hours in a nitrogen stream while stirring. The reaction mixture was cooled nearly to room temperature, chloroform was added thereto, followed by filtration using Celite to remove the insoluble matter. The filtrate was concentrated. To remove decalin, n-hexane was added to the residue, followed by filtration. The filter cake was purified by silica gel column chromatography to give 3.8 g (25%) of 9-(4-bromophenyl)-9H-tribenz[b,d,f]azepine.

来源