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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582381Generated: October 26, 2026

Dimethyl Sulfate → 2-Bromo-3,4-dimethoxybenzaldehyde

https://huagongshe.com/reaction/1582381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium CarbonateHCID 11430—
Reactant2-BromoisovanillinHCID 224011—
SolventDimethylformamideHCID 6228—
Product2-Bromo-3,4-dimethoxybenzaldehydeHCID 61853891%

Reaction Conditions

Temperature-10 °C

Reaction Steps

A stirred suspension of 2-bromo-3-hydroxy-4-methoxybenzaldehyde (commercially available, 24 g, 104 mmol) and K2CO3 (29.4 g, 213 mmol) in DMF (125 ml) was cooled to −10° C. Dimethylsulfate (9.6 ml, 102 mmol) was added, the reaction was warmed to room temperature and stirred overnight. The resulting solution was quenched with water (375 ml) and the resulting suspension stirred overnight. The resulting suspension was filtered and the solid dried in vacuo at 50° C. to give 23.1 g of the subtitle product (91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06734303B2
Source datasetuspto-grants-2004_05
ORD IDord-77781cbf596048309d1391566e70b02b
Source noteuspto-grants-2004_05