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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1857233Generated: October 31, 2026

Anisole → (4-Iodophenyl)(4-methoxyphenyl)methanone

https://huagongshe.com/reaction/1857233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnisoleHCID 7519—
Reactant4-Iodobenzoyl chlorideHCID 74373—
ReactantYtterbium triflateHCID 2733225—
SolventNitromethaneHCID 6375—
Product(4-Iodophenyl)(4-methoxyphenyl)methanoneHCID 2213267421.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To commercially available nitromethane (10 ml) were added commercially available anisole (1.08 g), commercially available 4-iodobenzoyl chloride (2.67 g) and commercially available ytterbium(III) trifluoromethanesulfonate (620 mg), and the admixture was stirred at 60° C. overnight. The reaction mixture was partitioned between water and chloroform, and the chloroform layer was then dried with anhydrous magnesium sulfate. After removing the solvent by reduced-pressure distillation, the resulting residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate to obtain 722 mg of the title compound (yield: 21%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06143764
Source datasetuspto-grants-2000_11
ORD IDord-866fd3cdde1d4bb684cde47451e5334a
Source noteuspto-grants-2000_11