Reaktion #640559

Reaktionsgleichung

Phenyl pyruvic acid

oxaloacetic acid

potassium hydroxide

hydrochloric acid

→

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

Ausbeute 37.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISSOLUTIONhad been dissolved
2. 2
   Sonstigereacted at room temperature for 72 hours
3. 3
   Extraktionthe reaction mixture was extracted with ethyl acetate
4. 4
   WaschenAn organic layer was washed with saturated aqueous NaCl solution
5. 5
   Sonstigedried on magnesium sulfate anhydrate
6. 6
   Einengenconcentrated
7. 7
   Sonstigeto yield residue
8. 8
   SonstigeThe residue was recrystallized from ethyl acetate and toluene

Vorschrift

Phenyl pyruvic acid (5.0 g, 30.5 mmol) and 12.1 g (91.4 mmol) of oxaloacetic acid were added to 25 mL of aqueous solution in which 13.8 g of potassium hydroxide (purity 85%) had been dissolved, and reacted at room temperature for 72 hours. A pH value of the reaction mixture was adjusted to 2.2 using concentrated hydrochloric acid, and the reaction mixture was extracted with ethyl acetate. An organic layer was washed with saturated aqueous NaCl solution, dried on magnesium sulfate anhydrate, and then concentrated to yield residue. The residue was recrystallized from ethyl acetate and toluene to yield 2.8 g (11.3 mmol) of 4-phenylmethyl-4-hydroxy-2-ketoglutaric acid as crystal.

Quelle