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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 462135Generated: October 26, 2026

Vanillin → 3,4,5-Trimethoxybenzaldehyde

https://huagongshe.com/reaction/462135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantVanillinHCID 1183—
ReactantDimethyl SulfateHCID 6497—
ReactantCarbonate IonHCID 19660—
Reactant3,4-Dihydroxy-5-methoxybenzaldehydeHCID 77535—
SolventAcetoneHCID 180—
Product3,4,5-TrimethoxybenzaldehydeHCID 6858—

Reaction Steps

U.S. Pat. No. 3,855,306 discloses methylation of 5-hydroxyvanillin (initially prepared from vanillin by bromination and subsequent hydrolysis) with dimethyl sulfate in the presence of an alkali carbonate in an organic medium such as acetone. 3,4,5,-Trimethoxybenzaldehyde in yields of about 94% are obtained in this method, but the reaction is slow and operating with organic solvents presents disadvantages of operation and cost.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04065504
Source datasetuspto-grants-1977_12
ORD IDord-e86a3e895a804610b62313758ada17e7
Source noteuspto-grants-1977_12