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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515093Generated: November 3, 2026

4-Hydroxybenzaldehyde → HCID 86651749, compound

https://huagongshe.com/reaction/1515093

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant1-Cyano-4-fluoronaphthaleneHCID 2736734—
SolventIsobutyramideHCID 68424—
ProductHCID 86651749HCID 8665174977%

Reaction Conditions

Temperature120 °C

Reaction Steps

4-Hydroxybenzaldehyde (300 mg, 2.46 mmol) was dissolved in dimethylacetoamide (8.0 mL), and 4-fluoro-naphthalene-1-carbonitrile (463 mg, 0.420 mmol) and cesium carbonate (1.20 g, 3.69 mmol) were sequentially added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 120° C. for 2 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 water 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=95:5 to 70:30 (v/v)), whereby the objective title compound was obtained (515 mg, yield: 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222281B2
Source datasetuspto-grants-2012_07
ORD IDord-76c6388ba37044d99712c84b39ddbc7b
Source noteuspto-grants-2012_07