Reaction #1552019

Reaction equation

methyl ethyl ketone

4-hydroxybiphenyl

6-bromo-1-hexanol

potassium carbonate

→

6-(4-phenylphenoxy)hexane-1-ol

Yield 75.8%

Solvents

methylene chloride

Conditions

Workup

1. 1
   TemperatureThis solution was refluxed for 24 hours
2. 2
   Washrinsed with water three times
3. 3
   OtherThe organic phase was then separated
4. 4
   Dryingdried over magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   workup.DISSOLUTIONThe residue was dissolved in toluene
7. 7
   Otherpurified by recrystallization

Procedure

To 80 mL of methyl ethyl ketone, 9.05 g (50 mmol) of 4-hydroxybiphenyl, 10.20 g (60 mmol) of 6-bromo-1-hexanol, and 20.7 g (150 mmol) of potassium carbonate were added. This solution was refluxed for 24 hours and then cooled to room temperature. This solution was diluted with 200 mL of methylene chloride and rinsed with water three times. The organic phase was then separated and dried over magnesium sulfate, and the solvent was distilled off. The residue was dissolved in toluene and purified by recrystallization to provide 10.25 g of 6-(4-phenylphenoxy)hexane-1-ol.

Source