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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1459043Erstellt: 26. Oktober 2026

Ketoprofen → Dexketoprofen

https://huagongshe.com/reaction/1459043

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktKetoprofenHCID 3825—
Edukt(S)-3-Methyl-2-phenylbutylamineHCID 10176271—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktDexketoprofenHCID 66755045,9%

Reaktionsbedingungen

Temperatur10 °C

Reaktionsschritte

(±)-2-(3-Benzoylphenyl)propionic acid (12.7 g, 50 mmol) was added to tetrahydrofuran (hereinafter abbreviated to "THF") (45 ml) and dissolved. Then, (S)-(+)-3-methyl-2-phenylbutylamine (4.1 g, 25 mmol) was added dropwise with stirring. After completing the addition, the reaction solution was maintained at 35° C. to 40° C. for one hour, stirred at room temperature for 4 hours, and then cooled to 10° C. The crystal precipitated was filtered, and the filter cake was washed with cold THF (35 ml) and then dried to give a diastereomer salt (5.84 g) of (S)-(+)-2-(3-benzoylphenyl)propionic acid with (S)-(+)-3-methyl-2-phenylbutylamine. The yield of the product based on (S)-(+)-2-(3-benzoylphenyl)propionic acid contained in the starting material was 56% and the optical purity was 94.3% e.e.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05852209
Quelldatensatzuspto-grants-1998_12
ORD IDord-a93f0cc35de4414ea15138cb9181163e
Quellennotizuspto-grants-1998_12