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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1045700Erstellt: 25. Oktober 2026

4-Bromobutyronitrile → 5-benzyl-3,4-dihydro-2H-pyrrole

https://huagongshe.com/reaction/1045700

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-BromobutyronitrileHCID 21412—
EduktHCID 178419663HCID 178419663—
LösungsmittelTolueneHCID 1140—
LösungsmittelDiethyl EtherHCID 3283—
Produkt5-benzyl-3,4-dihydro-2H-pyrroleHCID 224018132,6%

Reaktionsschritte

To a solution of 4-bromobutyronitrile (2.0 g, 13.5 mmol) in toluene (70 ml) was added 1.0 M benzylmagnesium bromide (20.0 ml, 20.0 mmol) in diethyl ether (70 ml) and the mixture was stirred for 2 hours at room temperature. The mixture was partitioned between 0.1N hydrochloric acid and ethyl acetate, and the organic layer was washed with aqueous sodium hydrogen carbonate, dried over sodium sulfate. The solvent was evaporated under reduced pressure to afford 5-benzyl-3,4-dihydro-2H-pyrrole (2.85 g). This compound was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08569294B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-9ed19ab4a3214edb8f98f66172edcdf8
Quellennotizuspto-grants-2013_10