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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1607615Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1607615

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
PatentnummerUS04866086
Quelldatensatzuspto-grants-1989_09
ORD IDord-b8035b94391a4cc681fb1b8a8b95442a
Quellennotizuspto-grants-1989_09