Reaktion #2200592

Reaktionsgleichung

hydrochloric acid

phenylpyruvic acid

oxalacetic acid

potassium hydroxide

→

4-phenylmethyl-4-hydroxy-2-ketoglutaric acid

Ausbeute 37.0%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto react at room temperature for 72 hours
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   WaschenThe organic layer was washed with saturated brine
4. 4
   Trocknendried on anhydrous magnesium sulfate, and condensed
5. 5
   Sonstigeto yield a residue
6. 6
   SonstigeThis was recrystallized from ethyl acetate and toluene

Vorschrift

To a solution of 13.8 g of potassium hydroxide (85% purity) dissolved in 25 ml of water were added 5.0 g (30.5 mmol) of phenylpyruvic acid and 12.1 g (91.4 mmol) of oxalacetic acid, and the mixture was allowed to react at room temperature for 72 hours. The reaction mixture was adjusted at pH 2.2 with conc. hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried on anhydrous magnesium sulfate, and condensed to yield a residue. This was recrystallized from ethyl acetate and toluene to yield 2.8 g (11.3 mmol) of 4-phenylmethyl-4-hydroxy-2-ketoglutaric acid as crystals.

Quelle