Reacción #2200592

Ecuación de reacción

hydrochloric acid

phenylpyruvic acid

oxalacetic acid

potassium hydroxide

→

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

Rendimiento 37.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto react at room temperature for 72 hours
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   LavadoThe organic layer was washed with saturated brine
4. 4
   Secadodried on anhydrous magnesium sulfate, and condensed
5. 5
   Otroto yield a residue
6. 6
   OtroThis was recrystallized from ethyl acetate and toluene

Procedimiento

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.

Fuente