Reaction #577213

Reaction equation

4-cyano-4′-hydroxybiphenyl

bromide

potassium carbonate

butanone

→

4-allyloxy-4′-cyanobiphenyl

Solvents

Water

Conditions

Workup

1. 1
   OtherA reaction mixture obtained
2. 2
   Temperaturewas refluxed for 7 hours
3. 3
   Otherwas then separated
4. 4
   WashAn organic layer was washed with water
5. 5
   Dryingdried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled off
7. 7
   Otherto obtain a residue, which
8. 8
   Otherwas purified by silica gel column chromatography
9. 9
   Othersubjected to recrystallization from ethanol

Procedure

A reaction mixture obtained by adding 20 g of 4-cyano-4′-hydroxybiphenyl, 20 g of ally bromide and 25 g of potassium carbonate to 250 mL of butanone was refluxed for 7 hours. Water was added to the reaction mixture, which was then separated. An organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a residue, which was purified by silica gel column chromatography using toluene as an elusion solvent and then subjected to recrystallization from ethanol to obtain 22 g of 4-allyloxy-4′-cyanobiphenyl.

Source