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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12659Generated: October 26, 2026

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

https://huagongshe.com/reaction/12659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriacetoxyperiodinaneHCID 159087—
Reactant1-(4-Hydroxy-butyl)-5-trifluoromethyl-1H-pyrimidine-2,4-dioneHCID 58994224—
SolventTetrahydrofuranHCID 8028—
Product4-(5-Trifluoromethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyraldehydeHCID 5899419751.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727988B2
Source datasetuspto-grants-2010_06
ORD IDord-2d9ddf4e5bc948ea8390a84b8afb5556
Source noteuspto-grants-2010_06