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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896874Generated: October 31, 2026

Cesium carbonate → Ethyl 4-((4-methoxybenzyl)oxy)-6-(trifluoromethyl)quinoline-2-carboxylate

https://huagongshe.com/reaction/1896874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
ReactantHCID 178469289HCID 178469289—
SolventAcetonitrileHCID 6342—
ProductEthyl 4-((4-methoxybenzyl)oxy)-6-(trifluoromethyl)quinoline-2-carboxylateHCID 58562636—

Reaction Conditions

Temperature70 °C

Reaction Steps

An acetonitrile solution of ethyl 4-hydroxy-6-(trifluoromethyl)quinoline-2-carboxylate (50 g, 175 mmol) and 1-(chloromethyl)-4-methoxybenzene (33 ml, 245 mmol), is treated with Cs2CO3 (80 g, 245 mmol) and heated at 70° C. for 18 h. Salts were removed by filtration and the solvent removed under vacuum. The residue was dissolved in EtOAc and washed with water and sat NaCl. Organic layer dried over Na2SO4 and evaporated under vacuum. The resulting solid was recrystallized from EtOAc/Hex to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518969B2
Source datasetuspto-grants-2013_08
ORD IDord-f6ff1871e5244f418231b2399bed95f6
Source noteuspto-grants-2013_08