HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 479037Erstellt: 25. Oktober 2026
Citric Acid → (S)-4-(3-Hydroxy-2-methyl-propyl)-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-one
https://huagongshe.com/reaction/479037
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Citric Acid | HCID 311 | — |
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | 2-Methyl-3-[(S)-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-yl]-propionic Acid Methyl Ester | HCID 59094038 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | (S)-4-(3-Hydroxy-2-methyl-propyl)-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-one | HCID 59093973 | 59% |
Reaktionsschritte
To the ester 93 (4.82 g, 0.017 mol) in EtOH (100 mL) was added NaBH4 (3.7 g, 0.10 mol) and the mixture heated to reflux for 2.5 hours. The solution was cooled to 0° C. and 1 M citric acid carefully added followed by water. The solution was concentrated to half volume added and extracted with ether. The combined organic extracts were dried (MgSO4) and concentrated. Flash chromatography (1:1 hexane/acetone) of the residue gave the product as an oil (2.6 g, 59%). MS m/z 262 (M+H, 100%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06642398B2 |
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| Quelldatensatz | uspto-grants-2003_11 |
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| ORD ID | ord-5f9e41891af7422cb0aaa7efa916ab43 |
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| Quellennotiz | uspto-grants-2003_11 |
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