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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 559293Erstellt: 25. Oktober 2026

Methanol → 1-[(3R,4S)-1-Benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-ethanone

https://huagongshe.com/reaction/559293

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
Edukt4-Chlorophenylboronic acidHCID 74299—
EduktBinap, (A+-)-HCID 634876—
Edukt(1-Benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanoneHCID 57576371—
LösungsmittelWaterHCID 962—
Produkt1-[(3R,4S)-1-Benzyl-4-(4-chloro-phenyl)-pyrrolidin-3-yl]-ethanoneHCID 6699968133%

Reaktionsbedingungen

Temperatur55 °C

Reaktionsschritte

A two necked flask was charged under argon with rhodium(acac)bis ethylene (45 mg, 0.05 eq.), (R)-BINAP (110 mg, 0.05 eq.) and 4-chloro-phenylboronic acid (1.20 g, 2.2 eq.). 100 mL of MeOH and 10 mL of H2O were added followed by 1-(1-benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanone (0.70 g). The reaction mixture was heated at 55° C. for 8 hours, cooled down to RT and concentrated under vacuo. Purification by flash chromatography (SiO2, EtOAc/Heptane 2/1) afforded 0.36 g (33%) of the title product as a light yellow oil. ES-MS m/e: 314.0 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08063075B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-a6c669f4fa1c43078a06b92a7afcf82b
Quellennotizuspto-grants-2011_11