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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240297Generated: October 28, 2026

Methyl iodide → NSC666539

https://huagongshe.com/reaction/240297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductNSC666539HCID 380817—

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of Meldrum's acid (5.52 g, 38.3 mmol), potassium carbonate (26.5 g, 191 mmol) and methyl iodide (7.15 mL, 115 mmol) in acetonitrile (75 mL) was heated at 75° C. in a sealed tube for 7 hrs. The mixture was cooled to room temperature, diluted with dichloromethane (300 mL), filtered and the filtrate evaporated to dryness in vacuo. Ethyl acetate (75 mL), hexanes (75 mL) and water (50 mL) were added and phases were separated. The organic layer was washed with 10% aqueous solution of sodium thiosulfate (50 mL) and water (50 mL); dried over anhydrous magnesium sulfate and solvent removed in vacuo to give 2,2,5,5-tetramethyl-[1,3]dioxane-4,6-dione as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648041B2
Source datasetuspto-grants-2014_02
ORD IDord-e1085941cfd24ae9aaaf89254e77a40b
Source noteuspto-grants-2014_02