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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1944431Erstellt: 25. Oktober 2026

N-methyl-2-pyrrolidone → 4-Phenylsulfonylpyridine-3-carbaldehyde

https://huagongshe.com/reaction/1944431

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-methyl-2-pyrrolidoneHCID 13387—
EduktBenzenesulfinic acid, sodium saltHCID 2723840—
Edukt4-Bromopyridine-3-carbaldehydeHCID 11116740—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-Phenylsulfonylpyridine-3-carbaldehydeHCID 86652192158,8%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of 4-bromopyridine-3-carbaldehyde (0.90 g), benzenesulfinic acid sodium salt (4.0 g), copper (I) iodide (4.6 g) and 1-methyl-2-pyrrolidinone (50 mL) was heated at 60° C. for 2 hours. The mixture was cooled to room temperature, diluted with ethyl acetate and filtered through Celite. The filtrate was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with a mixture of cyclohexane and ethyl acetate (1:0 to 0:1 by volume) to afford the title compound as a yellow oil (1.9 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08394836B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-2d2b5b69f1934b8688454f168f93da75
Quellennotizuspto-grants-2013_03