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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515094Generated: October 26, 2026

Water → 4-(3,5-Dichlorophenoxy)benzaldehyde

https://huagongshe.com/reaction/1515094

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant3,5-DichlorophenolHCID 11571—
Reactant4-FluorobenzaldehydeHCID 68023—
SolventDimethylacetamideHCID 31374—
Product4-(3,5-Dichlorophenoxy)benzaldehydeHCID 16244087370.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

3,5-Dichlorophenol (500 mg, 3.07 mmol) was dissolved in dimethylacetamide (8.0 mL), and 4-fluorobenzaldehyde (0.390 mL, 0.368 mmol) and cesium carbonate (1.50 g, 3.69 mmol) were sequentially added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 150° C. for 3 hours. After the temperature of the reaction solution was returned to room temperature, water was added thereto, and the organic matter was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of ammonium chloride and a saturated sodium chloride solution, then dried over anhydrous sodium 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 85:15 (v/v)), whereby the objective title compound was obtained as a white solid (364 mg, yield: 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222281B2
Source datasetuspto-grants-2012_07
ORD IDord-4fac7756d7404b54bb1ac3aa97bbc934
Source noteuspto-grants-2012_07