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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 722856Erstellt: 25. Oktober 2026

Citric Acid → (S)-4-(3-Hydroxy-2-methyl-propyl)-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-one

https://huagongshe.com/reaction/722856

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCitric AcidHCID 311—
EduktWaterHCID 962—
EduktSodium borohydrideHCID 4311764—
Edukt2-Methyl-3-[(S)-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-yl]-propionic Acid Methyl EsterHCID 59094038—
LösungsmittelEthanolHCID 702—
Produkt(S)-4-(3-Hydroxy-2-methyl-propyl)-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-oneHCID 5909397359%

Reaktionsbedingungen

Temperatur0 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07138542B2
Quelldatensatzuspto-grants-2006_11
ORD IDord-a63a3d10edc845d5b5c6df5b80326d5c
Quellennotizuspto-grants-2006_11