反应 #2314309

反应方程式

5H-dibenz[b,f]azepine

p-iodophenethyl alcohol

potassium hydroxide

decalin

→

5-(4-(2-hydroxyethyl)phenyl)-5H-dibenz[b,f]azepine

收率 30.0%

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 any 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 reprecipitated in methanol
9. 9
   其他the resulting crude product was purified by silica gel column chromatography

实验过程

A mixture of 8.7 g (45 mmol) of 5H-dibenz[b,f]azepine, 12.4 g (50 mmol) of p-iodophenethyl alcohol, 2.8 g (50 mmol) of potassium hydroxide, 4.8 g (75 mmol) of copper powder, and 20 ml of decalin was heated at an external temperature of 200° C. while stirring in a nitrogen stream for 40 hours. The reaction mixture was cooled nearly to room temperature, chloroform was added thereto, followed by filtration using Celite to remove any insoluble matter. The filtrate was concentrated. To remove decalin, n-hexane was added to the residue, followed by filtration. The filter cake was reprecipitated in methanol, and the resulting crude product was purified by silica gel column chromatography to give 4.2 g (30%) of 5-(4-(2-hydroxyethyl)phenyl)-5H-dibenz[b,f]azepine.

来源