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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268081Generated: November 2, 2026

Methyl iodide → 7-Methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylchroman-4-one

https://huagongshe.com/reaction/1268081

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl acetate hexaneHCID 21226206—
Reactant7-Methoxymethoxy-3-(4-methoxymethoxyphenyl)chroman-4-oneHCID 22123609—
SolventAcetoneHCID 180—
SolventEthyl AcetateHCID 8857—
Product7-Methoxymethoxy-3-(4-methoxymethoxyphenyl)-3-methylchroman-4-oneHCID 1548176382.2%

Reaction Steps

7-Methoxymethoxy-3-(4-methoxymethoxyphenyl)chroman-4-one(57.4 g, 0.167 mol) (see, Helv. Chim. Acta., 75, 2, 1992, 457-470) was dissolved in acetone(1100 ml), potassium carbonate(230 g, 1.67 mol) and methyl iodide(104 ml, 1.67 mol) were added thereto in order, and the resulting mixture was stirred for 5 days at room temperature. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer thus obtained was dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography(eluent:n-hexane/ethyl acetate=8/1, v/v) to give the title compound(49.2 g, Yield 82%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555571B2
Source datasetuspto-grants-2003_04
ORD IDord-856da83b721047de9c4873f09d74434c
Source noteuspto-grants-2003_04