Reaktion #2081396

Reaktionsgleichung

methyl iodide

sodium

4,4′-dimethylbenzilic acid

sodium ethoxide

→

methyl 4,4′-dimethylbenzilate

Lösungsmittel

water

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solution is evaporated to dryness
2. 2
   workup.DISSOLUTIONthe residue dissolved in 50 ml of DMF
3. 3
   workup.STIRRINGstirring
4. 4
   workup.WAITis continued for a further 24 hours
5. 5
   Temperaturwhile cooling with ice
6. 6
   Extraktionthe mixture is extracted with diethylether
7. 7
   Waschenthe organic phase is washed with water
8. 8
   Trocknendried over Na2SO4
9. 9
   Sonstigeevaporated to dryness

Vorschrift

At 20° C., 12.43 g (0.048 mol) of 4,4′-dimethylbenzilic acid in 50 ml ethanol is added dropwise to freshly prepared sodium ethoxide solution containing 1.1 g (0.045 mol) of sodium and 100 ml of ethanol and the mixture is stirred for 30 minutes. The solution is evaporated to dryness, the residue dissolved in 50 ml of DMF, 9.08 g (0.064 mol) of methyl iodide is added dropwise at 20° C., and stirring is continued for a further 24 hours. 300 ml of water are added dropwise to the resulting suspension while cooling with ice, the mixture is extracted with diethylether; the organic phase is washed with water, dried over Na2SO4, and evaporated to dryness. Yield: 8.6 g (99% of theory); melting point: 83° C.-84° C.

Quelle