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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1512968Generated: October 27, 2026

Sodium Iodide → 5-Chloro-2-(2,3-difluoro-6-methoxybenzyloxy)anisole

https://huagongshe.com/reaction/1512968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant4-ChloroguaiacolHCID 28050—
Reactant2-(Chloromethyl)-3,4-difluoro-1-methoxybenzeneHCID 59309611—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Chloro-2-(2,3-difluoro-6-methoxybenzyloxy)anisoleHCID 5930999468.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2,3-difluoro-6-methoxybenzyl chloride (7.65 g), 4-chloro-2-methoxyphenol (6.34 g), potassium carbonate (8.29 g) and sodium iodide (1.2 g) in N,N-dimethylformamide (20 mL) was stirred at 80° C. for 2 hours. The reaction mixture was poured into water, and the resulting mixture was extracted with diethyl ether. The extract was washed with 1 mol/L aqueous sodium hydroxide solution, water and brine successively, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residual solids were suspended in a mixed solvent (n-hexane/diethyl ether=5/1), and collected by filtration. The collected solids were washed with the same solvent, and dried under reduced pressure to give the title compound (8.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217069B2
Source datasetuspto-grants-2012_07
ORD IDord-528208a1dfe8437e97748862cb58ae6d
Source noteuspto-grants-2012_07