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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678595Generated: October 31, 2026

Dimethyl Sulfate → 3-ethoxy-2-methoxybenzaldehyde

https://huagongshe.com/reaction/1678595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium CarbonateHCID 11430—
ReactantO-EthylvanillinHCID 68117—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-ethoxy-2-methoxybenzaldehydeHCID 2414119101.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a suspension of 3-ethoxysalicylaldehyde (1.00 g, 6.02 mmol) and potassium carbonate (3.33 g, 24.1 mmol) in N,N-dimethylformamide (10 mL) was added dimethyl sulfate (0.91 g, 7.22 mmol), and the mixture was stirred at 60° C. for 5 hours. The reaction mixture was diluted with ethyl acetate, filtered, and the filtrate was washed with water, and then concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane/ethyl acetate=7:3) to give the title compound (1.10 g, yield 99%) as an oily matter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008525B2
Source datasetuspto-grants-2011_08
ORD IDord-c2db3961a91c4e36a95bf12787835c79
Source noteuspto-grants-2011_08