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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75240Generated: October 27, 2026

Methyl iodide → 2,6-Dichloro-4-methoxybenzaldehyde

https://huagongshe.com/reaction/75240

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2,6-Dichloro-4-hydroxybenzaldehydeHCID 528382—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2,6-Dichloro-4-methoxybenzaldehydeHCID 1477175987%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2,6-dichloro-4-hydroxybenzaldehyde (225 mg, 1.18 mmol) in DMF (2.0 mL) was added potassium carbonate (0.81 g, 5.9 mmol) and methyl iodide (1.47 mL, 23.6 mmol). The resulting mixture was heated at 80° C. for 3 h. Reaction was diluted with water and ethyl acetate. The organic layer was separated and dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography (20% ethyl acetate/hex) to give the desired product as a white solid (210 mg, 87%). LCMS for C8H7Cl2O2(M+H)+: m/z=205.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835423B2
Source datasetuspto-grants-2014_09
ORD IDord-3f7d0ea6b41442eeb9748a025c22cb0b
Source noteuspto-grants-2014_09