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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387749Generated: October 30, 2026

Benzyl Alcohol → 5-(benzyloxy)-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

https://huagongshe.com/reaction/2387749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
Reactant1,10-PhenanthrolineHCID 1318—
ReactantCesium carbonateHCID 10796—
Reactant5-iodo-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-oneHCID 67474069—
CatalystCopper iodideHCID 83717—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product5-(benzyloxy)-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-oneHCID 67283794—

Reaction Steps

The compound 326-3 (4.78 g) was dissolved in toluene (130 ml). Cesium carbonate (10.6 g), 1,10-phenanthroline (4.41 g) and copper iodide (3.1 g) were added to the solution, and the obtained mixture was stirred for 5 minutes. Thereafter, benzyl alcohol (5.28 ml) was added to the reaction mixture. The obtained mixture was stirred at 110° C. for 5 days. The reaction mixture was diluted with ethyl acetate and filtered. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=19:1 to 1:2), so as to obtain the title compound (1.42 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268848B2
Source datasetuspto-grants-2012_09
ORD IDord-875b999a5f9b4523b55a641e961fcdaa
Source noteuspto-grants-2012_09