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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1918352Erstellt: 24. Oktober 2026

Phenyl chloroformate → 5-[2-(3-Chloro-phenyl)-ethoxy]-4-ethyl-4H-pyridine-1,3-dicarboxylic acid 3-ethyl ester 1-phenyl ester

https://huagongshe.com/de/reaction/1918352

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhenyl chloroformateHCID 15891—
Edukt5-[2-(3-Chloro-phenyl)-ethoxy]-nicotinic Acid Ethyl EsterHCID 67169864—
EduktHCID 178418443HCID 178418443—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-[2-(3-Chloro-phenyl)-ethoxy]-4-ethyl-4H-pyridine-1,3-dicarboxylic acid 3-ethyl ester 1-phenyl esterHCID 67171259—

Reaktionsbedingungen

Temperatur-30 °C

Reaktionsschritte

The compound of step 1 (100 mg, 0.327 mmol) was dissolved in THF (1.5 ml) and the mixture was cooled to −30° C. Phenyl chloroformate (77.6 mg, 0.49 mmol) was added and the mixture was stirred for 10 minutes. Ethyl magnesiumbromide (0.589 ml, 1M in THF) was added at −30° C. and the mixture was stirred for 30 minutes, partitioned between diethylether and aqueous ammonium chloride solution, the combined organic extracts were dried over sodium chloride and evaporated to dryness in vacuo. The raw material was purified by silica gel chromatography with a heptane/ethyl acetate gradient to yield the title compound (84 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08618304B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-25408ee88b57454f8d3d98a4f9bc8f07
Quellennotizuspto-grants-2013_12