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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 133665Erstellt: 25. Oktober 2026

Hydrochloric Acid → 4-Benzyl-4-hydroxy-2-ketoglutaric acid

https://huagongshe.com/reaction/133665

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktOxaloacetic AcidHCID 970—
EduktPhenylpyruvic acidHCID 997—
EduktPotassium HydroxideHCID 14797—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt4-Benzyl-4-hydroxy-2-ketoglutaric acidHCID 1017147437%

Reaktionsschritte

After 16.23 g of potassium hydroxide (having a purity of 85% by weight) was dissolved in 48 ml of water, 5.0 g (30.5 mmol) of phenylpyruvic acid and 12.1 g (91.4 mmol) of oxalacetic acid were added to the resulting solution, for reaction at ambient temperature for 72 hours (about pH 13 at the start of the reaction). Using conc. hydrochloric acid, the reaction solution was adjusted to pH 2.2, and extracted in ethyl acetate. The organic layer was rinsed in aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate and concentrated to obtain the residue. The residue was recrystallized in ethyl acetate and toluene, to obtain 2.8 g (11.3 mmol) of 4-benzyl-4-hydroxy-2-ketoglutaric acid in crystal form.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07390909B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-699fd30199a843e5a8a3aecdad1280d0
Quellennotizuspto-grants-2008_06