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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 485990Generated: October 31, 2026

Ethanol → 5-Methoxy-2-(4-hydroxyphenyl)pyrimidine

https://huagongshe.com/reaction/485990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTriethylamineHCID 8471—
Reactant4,6-Dichloro-5-methoxy-2-(4-benzyloxyphenyl)pyrimidineHCID 19097064—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Product5-Methoxy-2-(4-hydroxyphenyl)pyrimidineHCID 13573694190.9%

Reaction Conditions

Temperature40 °C

Reaction Steps

Hydrogen gas was blown into a mixture of 21 g of 4,6-dichloro-5-methoxy-2-(4-benzyloxyphenyl)pyrimidine, 18.1 g of triethylamine, 3.15 g of 10% palladium-on-carbon, 210 ml of ethanol, and 11 ml of water, followed by stirring at 40° C. for 6 hours. The catalyst was removed by filtration, and the filtrate was poured into 300 ml of water and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and distilled to remove ethyl acetate to afford 8.93 g (percent yield: 90.9%) of 5-methoxy-2-(4-hydroxyphenyl)pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05290477
Source datasetuspto-grants-1994_03
ORD IDord-0bc80f25355f44b59294d2258f89aebc
Source noteuspto-grants-1994_03