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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1459041Generated: October 25, 2026

Ketoprofen → Dexketoprofen

https://huagongshe.com/reaction/1459041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantKetoprofenHCID 3825—
Reactant(S)-3-Methyl-2-phenylbutylamineHCID 10176271—
SolventMethyl Isobutyl KetoneHCID 7909—
ProductDexketoprofenHCID 66755068.9%

Reaction Conditions

Temperature35 °C

Reaction Steps

(±)-2-(3-Benzoylphenyl)propionic acid (12.7 g, 50 mmol) was added to MIBK (70 ml) and dissolved with heating to 35° C. Then, (S)-(+)-3-methyl-2-phenylbutylamine (5.24 g, 32 mmol) was added dropwise with stirring. After completing the addition, the reaction solution was stirred at 35° C. to 40° C. for one hour, followed by at room temperature for 5 hours and then at 10° C. for 2 hours. Then, the crystal precipitated was filtered, and the filter cake was washed with cold MIBK (30 ml) and dried to give a diastereomer salt (8.76 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 84%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05852209
Source datasetuspto-grants-1998_12
ORD IDord-3ec9a513ea0b4fe59439b021dcfc04e3
Source noteuspto-grants-1998_12