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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854688Generated: November 2, 2026

Potassium Carbonate → HCID 86639493, compound

https://huagongshe.com/reaction/1854688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant4-(Diethylamino)-2-hydroxybenzaldehydeHCID 87293—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductHCID 86639493HCID 86639493101.5%

Reaction Steps

To a suspension of 4-diethylamino-2-hydroxybenzaldehyde (300 mg, 1.55 mmol), potassium carbonate (428 mg, 3.10 mmol), and tetrabutylammonium iodide (57 mg, 0.15 mmol) in 1.6 mL of dry N,N-dimethylformamide was added 4-methoxybenzyl chloride (0.31 mL, 2.3 mmol) at 0° C. After being stirred at room temperature for 2 h, the reaction mixture was filtered to remove inorganic salts. The filtrate was diluted with diethyl ether, and the solution was washed with water, saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=90/10 to 80/20) to obtain the title compound as a colorless oil (493 mg, quant.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962674B2
Source datasetuspto-grants-2015_02
ORD IDord-61b6795de26547c0bdc51f358c18f7c8
Source noteuspto-grants-2015_02