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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29340Generated: October 28, 2026

Dimethylformamide → Ethyl 4-methoxy-3-methyl-2-benzofurancarboxylate

https://huagongshe.com/reaction/29340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 4-hydroxy-3-methyl-1-benzofuran-2-carboxylateHCID 748649—
SolventSodium chloride; waterHCID 57417360—
ProductEthyl 4-methoxy-3-methyl-2-benzofurancarboxylateHCID 949766376.1%

Reaction Steps

4-Hydroxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester (200 mg) was mixed with iodomethane (0.5 mL), K2CO3 (200 mg) and 2 mL of DMF. The mixture was stirred at room temperature overnight. The mixture was mixed with brine and extracted with ethyl acetate, and the combined ethyl acetate layers were washed with brine. Removal of the solvent gave the crude product that was purified by column chromatographt to give 162 mg (76% yield) of 4-methoxy-3-methyl-benzofuran-2-carboxylic acid ethyl ester as amber colored oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420001B2
Source datasetuspto-grants-2008_09
ORD IDord-cc5d13bd328440058eb6608bd0696981
Source noteuspto-grants-2008_09