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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 500181Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/500181

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
PatentnummerUS07767675B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-746b17a2070148b2ad2b77f13ddfa069
Quellennotizuspto-grants-2010_08