反应 #586114

反应方程式

3-bromophenol

aluminum chloride

2,5-dichloro-2,5-dimethylhexane

→

3-Bromo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphth-1-ol

收率 68.0%

溶剂

ethyl ether

dichloromethane

dichloromethane

反应条件

后处理

1. 1
   workup.ADDITIONafter which it is poured onto ice
2. 2
   萃取extracted with dichloromethane
3. 3
   其他The residue obtained
4. 4
   洗涤this organic phase is then washed with 1N sodium hydroxide solution
5. 5
   其他The residue obtained
6. 6
   其他is purified by chromatography (eluent
7. 7
   其他A thick oil is obtained (67 g; yield=68%)

实验过程

60 g (347 mmol) of 3-bromophenol are dissolved in 600 mL of dichloromethane. This solution is added to a solution of 46 g (347 mmol) of aluminum chloride in 200 mL of dichloromethane. 127 g (694 mmol) of 2,5-dichloro-2,5-dimethylhexane are added in 10 g portions every 40 minutes. The medium is then stirred for 10 hours, after which it is poured onto ice and extracted with dichloromethane. The residue obtained is dissolved in ethyl ether and this organic phase is then washed with 1N sodium hydroxide solution, and then with water. The residue obtained is purified by chromatography (eluent:heptane and then 1/1 heptane/dichloromethane). A thick oil is obtained (67 g; yield=68%).

来源