Reaktion #2069930

Reaktionsgleichung

m-chloroperbenzoic acid

4-allyloxy-4′-cyanobiphenyl

→

4-cyano-4′-glycidylbiphenyl

Ausbeute 68.4%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added in a few times to a solution
2. 2
   Sonstigeprepared
3. 3
   FiltrationThe deposited insoluble was filtered away
4. 4
   workup.ADDITIONwater was added to it for liquid-liquid separation
5. 5
   Waschenthe organic layer was washed with an aqueous saturated sodium hydrosulfite solution
6. 6
   Trocknendried with anhydrous magnesium sulfate
7. 7
   SonstigeThe solvent was evaporated away
8. 8
   Sonstigethe residue was purified through silica gel column chromatography
9. 9
   Sonstigefurther recrystallized from ethanol

Vorschrift

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.

Quelle