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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | 1-(4-Hydroxy-butyl)-5-trifluoromethyl-1H-pyrimidine-2,4-dione | HCID 58994224 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(5-Trifluoromethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyraldehyde | HCID 58994197 | 51.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07727988B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-2d9ddf4e5bc948ea8390a84b8afb5556 |
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| Source note | uspto-grants-2010_06 |
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