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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592082Generated: October 31, 2026

4-Chlorophenol → 4-(4-Chlorophenoxy)-6-(2-propynyloxy)pyrimidine

https://huagongshe.com/reaction/1592082

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorophenolHCID 4684—
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Chloro-6-(prop-2-yn-1-yloxy)pyrimidineHCID 12137598—
SolventDimethylformamideHCID 6228—
Product4-(4-Chlorophenoxy)-6-(2-propynyloxy)pyrimidineHCID 2259986032.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

To 5 ml of N,N-dimethylformamide were added 0.2 g of 4-chloro-6-(2-propynyloxy)pyrimidine, 0.23 g of potassium carbonate and 0.4 g of 4-chlorophenol, followed by stirring at 60° C. for 7 hours. The reaction mixture was then left for cooling to room temperature and poured into a saturated aqueous ammonium chloride solution, which was extracted three times with chloroform. The chloroform layers were combined, washed with diluted hydrochloric acid and then with water, and dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography to give 0.1 g of 4-(4-chlorophenoxy)-6-(2-propynyloxy)pyrimidine (the present compound (14)), m.p.: 100.3° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-c717585b93574664b5930a325b6084c0
Source noteuspto-grants-2007_11