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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 734847Erstellt: 25. Oktober 2026

Triethylamine → 1-[2-(4-Bromo-2-chloromethylphenoxy)ethyl]pyrrolidine

https://huagongshe.com/reaction/734847

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktThionyl ChlorideHCID 24386—
EduktSodium BicarbonateHCID 516892—
Edukt1-[2-(2-Hydroxymethyl-4-bromophenoxy)ethyl]pyrrolidineHCID 21182863—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-[2-(4-Bromo-2-chloromethylphenoxy)ethyl]pyrrolidineHCID 69059822—

Reaktionsschritte

0.16 mL (2.20 mmol) of thionyl chloride was added at −10° C. to a solution of 0.60 g (2.00 mmol) of [5-bromo-2-(2-pyrrolidin-1-ylethoxy)phenyl]methanol and 0.42 mL (3.00 mmol) of triethylamine in 30 mL of THF and the mixture was stirred for 16 hours at RT. Ice and dilute aqueous sodium bicarbonate solution was added to the reaction mixture and the phases were separated. The aqueous phase was exhaustively extracted with DCM, and the combined organic phases were washed with water, dried over magnesium sulfate, and evaporated down in vacuo. Yield: 0.39 g (62% of theoretical); C13H17BrClNO (M=318.637); calc.: molpeak (M+H)+: 318/320/322 (BrCl); found: molpeak (M+H)+: 318/320/322 (BrCl); HPLC-MS: 5.84 minutes (method A).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07592358B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-59de8ca491d041b88695725a4313be7d
Quellennotizuspto-grants-2009_09