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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493188Generated: November 1, 2026

Methyl iodide → 1-(2-Hydroxy-4-methoxy-phenyl)-2-methyl-propan-1-one

https://huagongshe.com/reaction/493188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant1-(2,4-Dihydroxyphenyl)-2-methylpropan-1-oneHCID 15915731—
SolventAcetonitrileHCID 6342—
Product1-(2-Hydroxy-4-methoxy-phenyl)-2-methyl-propan-1-oneHCID 68723862—

Reaction Steps

The above prepared 1-(2,4-dihydroxy-phenyl)-2-methyl-propan-1-one (1.13 g, 5.55 mmol, corrected for purity) was dissolved in 22 mL of acetonitrile and treated successively at 0° C. with iodomethane (0.36 mL, 1.05 eq.) and Cs2CO3 (1.998 g, 1.1 eq.), and the mixture then stirred over night at ambient temperature. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, hexane/AcOEt=95/5), delivered 0.740 g of the title compound as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534788B2
Source datasetuspto-grants-2009_05
ORD IDord-7e46fa0d283c44ef827412d5e7d16e22
Source noteuspto-grants-2009_05