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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1641666Erstellt: 26. Oktober 2026

Chloride → 1-Benzyl-5-biphenyl-4-ylmethyl-5-hydroxy-pyrrolidin-2-one

https://huagongshe.com/reaction/1641666

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChlorideHCID 312—
EduktTetrahydrofuranHCID 8028—
EduktAmmonium ChlorideHCID 25517—
Edukt1-(Phenylmethyl)-2,5-pyrrolidinedioneHCID 95241—
Produkt1-Benzyl-5-biphenyl-4-ylmethyl-5-hydroxy-pyrrolidin-2-oneHCID 59318465—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

9.5 g N-Benzylsuccinimide is added to 120 ml THF and the mixture is then cooled to −78° C. A solution of 4-methylbiphenylmagnesium chloride in THF (1.3 eq) is then added. The subsequent mixture is then stirred for 2 h at −78° C. The mixture is then warmed to 10° C. and 100 ml saturated ammonium chloride solution is added. The phases are separated and the aqueous phase is extracted with toluene. The combined organic phases are washed with water then brine and then concentrated in vacuo. The crude material is crystallized from toluene to give 1-Benzyl-5-biphenyl-4-ylmethyl-5-hydroxy-pyrrolidin-2-one. 1H NMR (DMSO): 1.72 (1H), 1.91 (1H), 2.27 (2H), 2.72 (1H), 2.97 (2H), 4.40 (1H), 4.55 (1H), 7.21-7.66 (14H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08115016B2
Quelldatensatzuspto-grants-2012_02
ORD IDord-f33d0f5c9b3142c193ad71d04b1eeda8
Quellennotizuspto-grants-2012_02