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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 358984Erstellt: 25. Oktober 2026

Triethylamine → 6-(Chloromethyl)pyridine-3-carbonitrile

https://huagongshe.com/reaction/358984

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktPhosphorus oxychlorideHCID 24813—
Edukt6-Methylpyridine-3-carbonitrile 1-oxideHCID 19818671—
LösungsmittelDichloromethaneHCID 6344—
Produkt6-(Chloromethyl)pyridine-3-carbonitrileHCID 14980535—

Reaktionsschritte

A solution of phosphoryl chloride (6.5 g) in dichloromethane (20 ml) was added to a mixture of the above pyridine-1-oxide (4.4 g) and triethylamine (4.3 g) in dichloromethane (60 ml). After the addition was completed the reaction mixture was gently refluxed for 15 mins, cooled and washed with water (30 ml). The organic layer was separated, dried over anhydrous sodium sulphate and evaporated to dryness. The residue was purified by flash column chromatography on silica (K60) using ethyl acetate: toluene (1:9 by volume) as eluting solvent, to give 6-chloromethylnicotinonitrile.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04999364
Quelldatensatzuspto-grants-1991_03
ORD IDord-1a5f416f62594259b3318bd22971594c
Quellennotizuspto-grants-1991_03