Réaction #577214

Équation de réaction

m-chlorobenzoic acid

4-allyloxy-4′-cyanobiphenyl

→

4-cyano-4′-glycidylbiphenyl

Rendement 68.4%

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   Autreobtained
2. 2
   AutreInsoluble matters thus deposited were removed by filtration, and water
3. 3
   workup.ADDITIONwas added
4. 4
   AutreAfter separating the mixture
5. 5
   Lavagethe organic layer was washed with a saturated aqueous solution of sodium hydrosulfite
6. 6
   Séchagedried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off
8. 8
   Autreto obtain a residue, which
9. 9
   Autrewas purified by silica gel column chromatography
10. 10
    Autresubjected to recrystallization from ethanol

Mode opératoire

20 g of m-chlorobenzoic acid was added to a reaction mixture obtained by dissolving 19 g of 4-allyloxy-4′-cyanobiphenyl in 150 mL of methylene chloride as divided into several times, and the mixture was stirred at room temperature for 24 hours. Insoluble matters thus deposited were removed by filtration, and water was added thereto. After separating the mixture, the organic layer was washed with a saturated aqueous solution of sodium hydrosulfite and then dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a residue, which was purified by silica gel column chromatography and then subjected to recrystallization from ethanol to obtain 13 g of 4-cyano-4′-glycidylbiphenyl.

Source