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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29319Generated: October 28, 2026

Methyl iodide → Ethyl 3-methyl-4-methoxy-5-ethylbenzofuran-2-carboxylate

https://huagongshe.com/reaction/29319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 3-methyl-4-hydroxy-5-ethylbenzofuran-2-carboxylateHCID 68711669—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductEthyl 3-methyl-4-methoxy-5-ethylbenzofuran-2-carboxylateHCID 6871742590.6%

Reaction Steps

To a solution of 0.25 g (1.01 mmol) of ethyl 3-methyl-4-hydroxy-5-ethylbenzofuran-2-carboxylate in 3.0 mL of DMF was added 0.417 g (3 eq) of potassium carbonate and 0.63 mL (10 eq) of iodomethane and the reaction was stirred at room temperature for 14 h. The reaction was then diluted with ether and water. The organic layer was washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was chromatographed on silica gel eluting with ethyl acetate/hexanes (1:10) to provide 0.24 g of ethyl 3-methyl -4-methoxy-5-ethylbenzofuran-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420001B2
Source datasetuspto-grants-2008_09
ORD IDord-22ef2b6df11a44b298c2976888846593
Source noteuspto-grants-2008_09