Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ketoprofen | HCID 3825 | — |
| Reactant | (S)-3-Methyl-2-phenylbutylamine | HCID 10176271 | — |
| Solvent | Methyl Isobutyl Ketone | HCID 7909 | — |
| Product | Dexketoprofen | HCID 667550 | 56.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05852209 |
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| Source dataset | uspto-grants-1998_12 |
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| ORD ID | ord-c26188f9388c46a987091d27a6c887f5 |
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| Source note | uspto-grants-1998_12 |
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