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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29403Generated: October 28, 2026

Methyl iodide → 5-Iodo-4-methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/29403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Iodo-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl esterHCID 68716040—
SolventDimethylformamideHCID 6228—
Product5-Iodo-4-methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl esterHCID 68715616101.8%

Reaction Steps

To 748 mg (2 mmol) of 5-iodo-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester was added 1.42 g (10 mmol) of iodomethane, 553 mg (4 mmol) of K2CO3 and 10 mL of DMF. The mixture was stirred at room temperature overnight. The reaction mixture was washed with brine and extracted with ethyl acetate. The combined ethyl acetate layers were washed with brine. Removal of the solvent in vacuo gave 790 mg (100% yield) 5-iodo-4-methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester as a pale brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420001B2
Source datasetuspto-grants-2008_09
ORD IDord-ca2f47d8d9734861805aecb20c6c25b3
Source noteuspto-grants-2008_09