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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927027Generated: November 2, 2026

4-Hydroxybenzaldehyde → 4-[(4-methoxybenzyl)oxy]benzaldehyde

https://huagongshe.com/reaction/927027

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
Product4-[(4-methoxybenzyl)oxy]benzaldehydeHCID 4154276—

Reaction Steps

To a solution of 4-hydroxybenzaldehyde (10 g, 81.9 mmol) in DMF (200 mL) was added K2CO3 (14.7 g, 106 mmol), tetrabutylammonium iodide (3.06 g, 8.2 mmol) and 4-methoxybenzyl chloride (14.1 g, 90 mmol). The reaction mixture was stirred for 14 h at rt and then poured into ice water. The product 4-(4-methoxy-benzyloxy)-benzaldehyde was isolated by filtration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290465B2
Source datasetuspto-grants-2016_03
ORD IDord-b880ce3399cf4e16a5459f6ab4774ab9
Source noteuspto-grants-2016_03