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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557390Generated: October 26, 2026

Dimethyl Sulfide → 2-Methyl-4-oxo-4H-chromene-8-carbaldehyde

https://huagongshe.com/reaction/557390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfideHCID 1068—
ReactantOzoneHCID 24823—
Reactant2-Methyl-8-[(1E)-prop-1-en-1-yl]-4H-chromen-4-oneHCID 57438887—
SolventDichloromethaneHCID 6344—
Product2-Methyl-4-oxo-4H-chromene-8-carbaldehydeHCID 13374883—

Reaction Conditions

Temperature-60 °C

Reaction Steps

18.5 g (62.8 mmol) of 2-methyl-8-[(1E)-prop-1-en-1-yl]-4H-chromen-4-one are dissolved in 400 ml of dichloromethane and cooled to −60° C. Ozone is passed into the reaction solution for 30 min. Dimethyl sulfide is then added to the reaction mixture. After warming to room temperature, the solvent is removed in vacuo, and the residue is slurried in a little methanol. The solid remaining after filtration is recrystallized from diethyl ether. 9.1 g (77.4% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058447B2
Source datasetuspto-grants-2011_11
ORD IDord-5dc37c69728d495e9667d0815d48ea58
Source noteuspto-grants-2011_11