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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12657Generated: October 23, 2026

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

https://huagongshe.com/en/reaction/12657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriacetoxyperiodinaneHCID 159087—
Reactant1-(3-Hydroxy-propyl)-5-trifluoromethyl-1H-pyrimidine-2,4-dioneHCID 58994207—
SolventTetrahydrofuranHCID 8028—
Product3-(5-Trifluoromethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propionaldehydeHCID 5899418568%

Reaction Conditions

Temperature0 °C

Reaction Steps

1-(3-Hydroxy-propyl)-5-trifluoromethyl-1H-pyrimidine-2,4-dione (Prep20, 100 mg, 0.42 mmol) was dissolved in dry THF (5 mL), the solution was then cooled to 0° C. and Dess-Martin periodinane (300 mg, 0.71 mmol) was added. The mixture was stirred at 0° C. for 1.5 hours. Et2O was added and the mixture washed with aqueous saturated NaHCO3 solution. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-1) to give 50 mg of title compound (68% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727988B2
Source datasetuspto-grants-2010_06
ORD IDord-7803cddafcb04961b30e4533461f82af
Source noteuspto-grants-2010_06