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 | 68.9% |
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
| 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-3ec9a513ea0b4fe59439b021dcfc04e3 |
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| Source note | uspto-grants-1998_12 |
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