Reaktion #5012

Reaktionsgleichung

H2SO4

diethyl 2-methylbenzylphosphonate

KMnO4

Na2CO3

→

Diethyl 2-carboxybenzylphosphonate

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for 24 hours
2. 2
   Extraktionextracted five times with 300 ml of ether each time
3. 3
   TrocknenThe organic phase was dried over MgSO4
4. 4
   Sonstigethe solvent was evaporated off on a rotary evaporator
5. 5
   Sonstigethe residue was chromatographed over silica gel (CH2Cl2 /methanol/triethylamine 9/1/0.1)

Vorschrift

4 g of diethyl 2-methylbenzylphosphonate were added to a solution of 12 g of KMnO4 and 4 g of Na2CO3 in 300 ml of water and the mixture was boiled under reflux for 24 hours. It was acidified with 15 ml of concentrated H2SO4 and extracted five times with 300 ml of ether each time. The organic phase was dried over MgSO4, the solvent was evaporated off on a rotary evaporator and the residue was chromatographed over silica gel (CH2Cl2 /methanol/triethylamine 9/1/0.1).

Quelle