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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 81389Erstellt: 24. Oktober 2026

Water → 5-[2-(2-chlorophenyl)ethyl]-3,4-dihydro-2H-pyrrole

https://huagongshe.com/de/reaction/81389

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Eduktalpha-Bromo-o-chlorotolueneHCID 11905—
Edukt1H-Pyrrole, 2,3-dihydro-1-methyl-HCID 557463—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-[2-(2-chlorophenyl)ethyl]-3,4-dihydro-2H-pyrroleHCID 58483971—

Reaktionsschritte

5.1 3 ml of 1-methylpyrroline are dissolved in 25 nil of THF and deprotonated at −78° C. for 30 minutes using 22.6 ml of BuLi (1 M in hexane). 6.5 g of 2-chlorobenzyl bromide are dissolved in 25 ml of THF and added dropwise at the temperature indicated. After 30 minutes, the mixture is allowed to warm to RT for 12 hours. For work-up, 50 ml of water are added, and the mixture is extracted to exhaustion with dichloromethane. The combined organic phases are dried over sodium sulfate, evaporated and purified by chromatography on silica gel, giving 4.5 g of 5-[2-(2-chlorophenyl)ethyl]-3,4-dihydro-2H-pyrrole as a colourless oil, which is employed in the next reaction; Rt.: 1.303 min; [M+H]+208.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846694B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-c9f5f5ea06f24b79bc37081c1a132fe8
Quellennotizuspto-grants-2014_09