Реакция #586114

Уравнение реакции

3-bromophenol

aluminum chloride

2,5-dichloro-2,5-dimethylhexane

→

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

Выход 68.0%

Растворители

ethyl ether

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   workup.ADDITIONafter which it is poured onto ice
2. 2
   Экстракцияextracted with dichloromethane
3. 3
   ДругоеThe residue obtained
4. 4
   Промывкаthis organic phase is then washed with 1N sodium hydroxide solution
5. 5
   ДругоеThe residue obtained
6. 6
   Другоеis purified by chromatography (eluent
7. 7
   ДругоеA thick oil is obtained (67 g; yield=68%)

Методика

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%).

Источник