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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466225Generated: November 3, 2026

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

https://huagongshe.com/reaction/1466225

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 numberUS09000015B2
Source datasetuspto-grants-2015_04
ORD IDord-e6e299dfada543ce8654a7acde9cf6eb
Source noteuspto-grants-2015_04