Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1857122Generated: November 3, 2026

Anisole → (4-methoxyphenyl)(naphthalen-2-yl)methanone

https://huagongshe.com/reaction/1857122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnisoleHCID 7519—
Reactant2-Naphthoyl chlorideHCID 75246—
ReactantYtterbium triflateHCID 2733225—
SolventNitromethaneHCID 6375—
Product(4-methoxyphenyl)(naphthalen-2-yl)methanoneHCID 26782231.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

To commercially available nitromethane (10 ml) were added commercially available anisole (1.081 g), commercially available 2-naphthoyl chloride (1.906 g) and commercially available ytterbium(III) trifluoromethanesulfonate (620 mg), and the admixture was stirred at 60° C. for 8 hours. 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 817 mg of the title compound (yield: 31%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06143764
Source datasetuspto-grants-2000_11
ORD IDord-a7475c77b5c14a6fb2d3fdc80a28cc19
Source noteuspto-grants-2000_11