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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1257837Erstellt: 26. Oktober 2026

Pyrrolidine → 1-[(4-Bromophenoxy)acetyl]pyrrolidine

https://huagongshe.com/reaction/1257837

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyrrolidineHCID 31268—
EduktOxalyl chlorideHCID 65578—
Eduktp-Bromophenoxyacetic acidHCID 74657—
KatalysatorDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-[(4-Bromophenoxy)acetyl]pyrrolidineHCID 787679—

Reaktionsschritte

Oxalyl chloride (0.5 mL, 5.9 mmol) was added to a suspension of (4-bromophenoxy)acetic acid (0.462 g, 2.0 mmol) in methylene chloride (10 mL) and 2 drops of N,N-dimethylformamide. The mixture was stirred at RT for 2 h. The solvent was evaporated under reduced pressure. The residue was diluted with methylene chloride (10 mL), cooled with ice-water bath, and 1M of sodium hydroxide aqueous solution (3.0 mL) was added. To the mixture was added pyrrolidine (167 μL, 2.0 mmol). The mixture was stirred and allowed to warm to RT. The organic layer was separated, washed with water and brine, dried over Na2SO4, filtered, and concentrated. The residue was directly used in next step without further purification (550 mg, 96.7%). LCMS: (M+H)=286.0/284.0

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08461330B2
Quelldatensatzuspto-grants-2013_06
ORD IDord-55f70253dee94a0a979e4ad18792b519
Quellennotizuspto-grants-2013_06