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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230770Generated: October 29, 2026

Sodium Iodide → Ethyl 4-[(6-chloro-3-pyridinyl)methoxy]benzoate

https://huagongshe.com/reaction/230770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantEthylparabenHCID 8434—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-(chloromethyl)pyridineHCID 155479—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductEthyl 4-[(6-chloro-3-pyridinyl)methoxy]benzoateHCID 6042551896.8%

Reaction Steps

Potassium carbonate (1.3 g) and sodium iodide (93 mg) were added to a DMF solution (20 mL) of 2-chloro-5-chloromethylpyridine (1.0 g) and ethyl 4-hydroxybenzenecarboxylate (1.0 g), and stirred overnight at room temperature. Water was added to the reaction solution, and extracted with diethyl ether. The organic layer was dried with anhydrous magnesium sulfate, and the solvent was evaporated off under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 3/2) to obtain the entitled compound (1.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566781B2
Source datasetuspto-grants-2009_07
ORD IDord-0c07bf5e10514e97b0e18aca64d0f06b
Source noteuspto-grants-2009_07