Reacción #2069930

Ecuación de reacción

m-chloroperbenzoic acid

4-allyloxy-4′-cyanobiphenyl

→

4-cyano-4′-glycidylbiphenyl

Rendimiento 68.4%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added in a few times to a solution
2. 2
   Otroprepared
3. 3
   FiltraciónThe deposited insoluble was filtered away
4. 4
   workup.ADDITIONwater was added to it for liquid-liquid separation
5. 5
   Lavadothe organic layer was washed with an aqueous saturated sodium hydrosulfite solution
6. 6
   Secadodried with anhydrous magnesium sulfate
7. 7
   OtroThe solvent was evaporated away
8. 8
   Otrothe residue was purified through silica gel column chromatography
9. 9
   Otrofurther recrystallized from ethanol

Procedimiento

20 g of m-chloroperbenzoic acid divided into portions was added in a few times to a solution prepared by dissolving 19 g of 4-allyloxy-4′-cyanobiphenyl in 150 ml of methylene chloride, and stirred at room temperature for 24 hours. The deposited insoluble was filtered away, water was added to it for liquid-liquid separation, and the organic layer was washed with an aqueous saturated sodium hydrosulfite solution and then dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the residue was purified through silica gel column chromatography and further recrystallized from ethanol to obtain 13 g of 4-cyano-4′-glycidylbiphenyl.

Fuente