Reaction #1702063

Reaction equation

AlCl3

aluminum chloride

phenol

dichloromethane

aluminum chloride

2,5-dichloro-2,5-dimethylhexane

→

5,6,7,8-tetrahydro-2-hydroxy-5,5,8,8-tetramethyl naphthalene

Solvents

water

Conditions

Workup

1. 1
   Extractionextracted by ethyl acetate
2. 2
   WashThe organic layer was washed by water
3. 3
   Dryinga saturated sodium hydrogen carbonate aq. solution, and a saturated saline solution, dried over magnesium sulfate
4. 4
   Concentrationconcentrated under reduced pressure
5. 5
   OtherThe crude product was purified by recrystallization in a solvent of hexane

Procedure

The synthesis process is as set forth in the chemical reaction formula below. The AlCl3 in the reaction path stands for aluminum chloride. Into phenol (1.02 g, 10.8 mmol) were added anhydrous dichloromethane (5 mL), aluminum chloride (144 mg, 1.08 mmol), and 2,5-dichloro-2,5-dimethylhexane (2.18 g, 11.9 mmol) followed by stirring at room temperature for 19 hours. The reaction solution was poured into cold water and extracted by ethyl acetate. The organic layer was washed by water, a saturated sodium hydrogen carbonate aq. solution, and a saturated saline solution, dried over magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by recrystallization in a solvent of hexane. The yield was 1.83 g (83%).

Source