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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1459039Generated: October 26, 2026

Ketoprofen → Dexketoprofen

https://huagongshe.com/reaction/1459039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantKetoprofenHCID 3825—
Reactant(S)-3-Methyl-2-phenylbutylamineHCID 10176271—
SolventMethyl Isobutyl KetoneHCID 7909—
ProductDexketoprofenHCID 66755056.5%

Reaction Conditions

Temperature40 °C

Reaction Steps

(±)-2-(3-Benzoylphenyl)propionic acid (20.3 g, 80 mmol) was dissolved in methyl isobutyl ketone (hereinafter abbreviated to "MIBK") (90 g) with heating. Then, (S)-(+)-3-methyl-2-phenylbutylamine (6.68 g, 41 mmol) was added dropwise with stirring at 40° C. After completing the addition, the reaction solution was stirred at 40° C. for one hour and then cooled slowly to 10° C. over 6 hours. After stirring at 10° C. for 3 hours, the precipitated crystal was filtered and the filter cake was washed with cold MIBK (50 ml) and then dried. In this manner, a diastereomer salt (11.5 g) of (S)-(+)-2-(3-benzoylphenyl)propionic acid with (S)-(+)-3-methyl-2-phenylbutylamine was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05852209
Source datasetuspto-grants-1998_12
ORD IDord-c26188f9388c46a987091d27a6c887f5
Source noteuspto-grants-1998_12