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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494942Generated: October 31, 2026

Methyl iodide → 8-Allyl-7-methoxy-2,2-dimethyl-4-oxochroman

https://huagongshe.com/reaction/494942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant8-Allyl-7-hydroxy-2,2-dimethyl-4-oxochromanHCID 2818057—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product8-Allyl-7-methoxy-2,2-dimethyl-4-oxochromanHCID 5768287296.8%

Reaction Steps

567 mg of 8-allyl-7-hydroxy-2,2-dimethyl-4-oxochroman was dissolved in 15 ml of N,N-dimethylformamide. Thereafter, 0.51 g of potassium carbonate and 0.42 g of iodomethane were added to the reaction solution, and the obtained mixture was then stirred at room temperature overnight. The reaction solution was diluted with ethyl acetate, and then washed with a saturated ammonium chloride aqueous solution and a saturated sodium chloride aqueous solution. The organic layer was dried over magnesium sulfate, and then concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate), so as to obtain 582 mg of the subject compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538123B2
Source datasetuspto-grants-2009_05
ORD IDord-0cf065ae28864bd7badd076a5eeaaf86
Source noteuspto-grants-2009_05