反応 #586114

反応方程式

3-bromophenol

aluminum chloride

2,5-dichloro-2,5-dimethylhexane

→

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

収率 68.0%

溶媒

ethyl ether

dichloromethane

dichloromethane

反応条件

後処理

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

実験手順

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%).

出典