Reaction #2069929

Reaction equation

4-cyano-4′-hydroxybiphenyl

allyl bromide

potassium carbonate

2-butanone

→

4-allyloxy-4′-cyanobiphenyl

Yield 91.3%

Solvents

Water

Conditions

Workup

1. 1
   OtherA solution prepared
2. 2
   Temperaturewas refluxed for 7 hours
3. 3
   Washthe organic layer was washed with water
4. 4
   Dryingdried with anhydrous magnesium sulfate
5. 5
   OtherThe solvent was evaporated away
6. 6
   Otherthe resulting residue was purified through silica gel column chromatography
7. 7
   Otherfurther recrystallized from ethanol

Procedure

A solution prepared by adding 20 g of 4-cyano-4′-hydroxybiphenyl, 20 g of allyl bromide and 25 g of potassium carbonate to 250 ml of 2-butanone was refluxed for 7 hours. Water was added to the reaction solution for liquid-liquid separation, and the organic layer was washed with water and dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the resulting residue was purified through silica gel column chromatography using toluene as an eluent solvent and then further recrystallized from ethanol to obtain 22 g of 4-allyloxy-4′-cyanobiphenyl.

Source