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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515091Generated: November 3, 2026

4-Hydroxybenzaldehyde → HCID 86651748, compound

https://huagongshe.com/reaction/1515091

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant4-Chloro-8-(trifluoromethyl)quinolineHCID 90262—
SolventDimethylformamideHCID 6228—
ProductHCID 86651748HCID 8665174899.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-Chloro-8-(trifluoromethyl)quinoline (500 mg, 2.16 mmol), 4-hydroxybenzaldehyde (264 mg, 2.16 mmol), and cesium carbonate (845 mg, 2.59 mmol) were dissolved in N,N-dimethylformamide (20 mL), and the resulting mixture was stirred at 100° C. for 5 hours. Water was added to the reaction solution, and the organic matter was extracted with ethyl acetate. The organic layer was washed with water and a saturated sodium chloride solution, then dried over anhydrous magnesium sulfate and filtered. Then, the solvent was distilled off under reduced pressure, whereby a crude product was obtained. This crude product was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 70:30 (v/v)), whereby the objective title compound was obtained as a white solid (680 mg, yield: 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222281B2
Source datasetuspto-grants-2012_07
ORD IDord-43b76cbac33d4772a3a765828909bd1a
Source noteuspto-grants-2012_07