Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 130529Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/130529

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
PatentnummerUS07381747B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-3eaca8d1578647b2b6043e6e5ef5d3b7
Quellennotizuspto-grants-2008_06