Réaction #2200592

Équation de réaction

hydrochloric acid

phenylpyruvic acid

oxalacetic acid

potassium hydroxide

→

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

Rendement 37.0%

Solvants

water

Conditions de réaction

Traitement

1. 1
   Autreto react at room temperature for 72 hours
2. 2
   Extractionextracted with ethyl acetate
3. 3
   LavageThe organic layer was washed with saturated brine
4. 4
   Séchagedried on anhydrous magnesium sulfate, and condensed
5. 5
   Autreto yield a residue
6. 6
   AutreThis was recrystallized from ethyl acetate and toluene

Mode opératoire

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.

Source