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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12659Erstellt: 24. Oktober 2026

Diethyl Ether → 4-(5-Trifluoromethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyraldehyde

https://huagongshe.com/de/reaction/12659

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktTriacetoxyperiodinaneHCID 159087—
Edukt1-(4-Hydroxy-butyl)-5-trifluoromethyl-1H-pyrimidine-2,4-dioneHCID 58994224—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(5-Trifluoromethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyraldehydeHCID 5899419751,7%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

1-(4-Hydroxy-butyl)-5-trifluoromethyl-1H-pyrimidine-2,4-dione (Prep 23, 44 mg, 0.17 mmol) was dissolved in dry THF (5 mL), the solution was cooled to 0° C. and Dess-Martin periodinane (127 mg, 0.28 mmol) was added. The mixture was stirred at 0° C. for 1.5 hours. Et2O was added and the solution washed with aqueous saturated NaHCO3. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-1) to give 22 mg of the title compound (50% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727988B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-2d9ddf4e5bc948ea8390a84b8afb5556
Quellennotizuspto-grants-2010_06