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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 879992Erstellt: 24. Oktober 2026

Triphenylphosphine → 1-(3-Bromo-4-{[(4-chloro-2-pyridinyl)methyl]oxy}phenyl)ethanone

https://huagongshe.com/de/reaction/879992

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt1-(3-Bromo-4-hydroxyphenyl)ethanoneHCID 608094—
Edukt(4-Chloropyridin-2-yl)methanolHCID 2763167—
EduktDiethyl azodicarboxylateHCID 5462977—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-(3-Bromo-4-{[(4-chloro-2-pyridinyl)methyl]oxy}phenyl)ethanoneHCID 68201960—

Reaktionsschritte

To a stirred solution of (4-chloro-2-pyridinyl)methanol (Commercial eg Aldrich) (0.2 g) in THF (5 ml) were added 1-(3-bromo-4-hydroxyphenyl)ethanone (0.3 g) and triphenylphosphine (0.547 g). This was stirred for 10 min before cooling and adding slowly DEAD (0.363 g). This was stirred for 16 h. The reaction mixture was partitioned between water and ethyl acetate. The aqueous was reextracted with ethyl acetate and the combined organics were washed with brine, dried over sodium sulfate and concentrated in vacuo. This was purified through silica eluting with 0-35% ethyl acetate in hexane to give the title compound, 0.30 g

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08993560B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-0afcd3a3bfe04c7e9f8e70e335a340dd
Quellennotizuspto-grants-2015_03