Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951967Generated: November 2, 2026

Vanillin → 3-Methoxy-4-[(4-methoxyphenyl)methoxy]benzaldehyde

https://huagongshe.com/reaction/1951967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantVanillinHCID 1183—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
SolventAcetoneHCID 180—
SolventHeptaneHCID 8900—
Product3-Methoxy-4-[(4-methoxyphenyl)methoxy]benzaldehydeHCID 2764492100%

Reaction Conditions

Temperature55 °C

Reaction Steps

5 g (36.1 mmol) of potassium carbonate and then 4.9 ml (36.1 mmol) of 1-chloromethyl-4-methoxy-benzene are added to a solution of 5 g (33 mmol) of 4-hydroxy-3-methoxy-benzaldehyde in 100 ml of acetone. The reaction mixture is then stirred at 55° C. for 28 hours and then filtered. The filtrate is concentrated under vacuum. The residue obtained is taken up in heptane and filtered. 8.9 g (100%) of 3-methoxy-4-(4-methoxy-benzyloxy)-benzaldehyde is obtained in the form of a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404836B2
Source datasetuspto-grants-2013_03
ORD IDord-43fe7caa76d942678f269dbe2dedd8f9
Source noteuspto-grants-2013_03