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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 914845Erstellt: 25. Oktober 2026

Diethyl Ether → 3-tert-Butoxy-5-fluoropyrazine-2-carboxaldehyde

https://huagongshe.com/reaction/914845

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
Edukt18-Crown-6HCID 28557—
EduktPotassium FluorideHCID 522689—
Edukt3-Tert-butoxy-5-chloropyrazine-2-carboxaldehydeHCID 22248202—
KatalysatorTetraphenylphosphonium BromideHCID 2724163—
LösungsmittelAcetonitrileHCID 6342—
Produkt3-tert-Butoxy-5-fluoropyrazine-2-carboxaldehydeHCID 222482523,4%

Reaktionsschritte

After dissolving 5.86 g of the crude 3-tert-butoxy-5-chloropyrazine-2-carboxaldehyde in 55 ml of acetonitrile, 4.77 g of potassium fluoride, 1.13 g of tetraphenylphosphonium bromide and 0.71 g of 18-crown-6 were added and the mixture was heated to reflux for 4 hours. Diethyl ether was added to the reaction mixture, the insoluble portion was filtered out, and the filtrate was distilled off under reduced pressure. Ethyl acetate was added to the residue, the insoluble portion was filtered out, and the filtrate was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: toluene/ethyl acetate) to obtain the title compound (183 mg, 3% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07265108B2
Quelldatensatzuspto-grants-2007_09
ORD IDord-8d8a4b5835b047d2afa733c7d4e8fec0
Quellennotizuspto-grants-2007_09