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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 129198Erstellt: 24. Oktober 2026

Acetonitrile → (S)-1-Benzyl-pyrrolidine-3-carbonitrile

https://huagongshe.com/de/reaction/129198

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetonitrileHCID 6342—
Edukt3-Pyrrolidinol, 1-(phenylmethyl)-, 3-methanesulfonate, (3R)-HCID 11807254—
KatalysatorTetrabutylammonium CyanideHCID 165872—
Produkt(S)-1-Benzyl-pyrrolidine-3-carbonitrileHCID 151549885%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

(R)-1-Benzyl-3-mesyloxypyrrolidine (5.0 g, 20 mmol) was dissolved in acetonitrile (6 mL) and tetrabutylammonium cyanide (11.1 g, 41.4 mmol) was added. The mixture was heated at 65° C. for 3 hours and then cooled to room temperature and extracted with ethyl ether (100 mL). The organic layer was washed with saturated NaHCO3 (2×50 mL), dried over MgSO4, and concentrated under reduced pressure to give (S)-1-benzyl-3-cyanopyrrolidine (3.1 g, 85%) as a yellow oil: VPC: 100%;

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05466828
Quelldatensatzuspto-grants-1995_11
ORD IDord-775f15c9248a45b3941a409cfadd43f9
Quellennotizuspto-grants-1995_11