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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042923Generated: October 31, 2026

Sodium Iodide → 2,6-Dichloro-4-(2-methoxyethoxy)benzaldehyde

https://huagongshe.com/reaction/1042923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant2,6-Dichloro-4-hydroxybenzaldehydeHCID 528382—
SolventDimethylformamideHCID 6228—
Product2,6-Dichloro-4-(2-methoxyethoxy)benzaldehydeHCID 86675420—

Reaction Conditions

Temperature100 °C

Reaction Steps

2,6-Dichloro-4-hydroxybenzaldehyde (0.5 g, 2.62 mmol), 1-bromo-2-methoxyethone (0.3 mL), sodium iodide (0.4 g, 0.4 mmol) and potassium carbonate (0.9 g, 6.55 mmol) were added in DMF (5 mL) and heated at 100° C. for 1 h under stirring. When the reaction was done, the reaction mixture was diluted with EtOAc and extracted three times with water. The organic phase was dried over magnesium sulfate, filtered and concentrated in vacuum. The resulting solid was purified by normal phase chromatography (hexanes:EtOAc 3:1) to afford 2,6-dichloro-4-(2-methoxyethoxy)benzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08558001B2
Source datasetuspto-grants-2013_10
ORD IDord-b58495d59c60418d85c4d714b6936c19
Source noteuspto-grants-2013_10