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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29394Generated: November 1, 2026

Methyl iodide → Tert-butyl 5-bromo-4-methoxy-3-methyl-benzofuran-2-carboxylate

https://huagongshe.com/reaction/29394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl esterHCID 68713996—
SolventDimethylformamideHCID 6228—
ProductTert-butyl 5-bromo-4-methoxy-3-methyl-benzofuran-2-carboxylateHCID 68714104100.6%

Reaction Steps

To 220 mg (0.67 mmol) of 5-bromo-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester was added 0.42 mL (6.7 mmol) of iodomethane, 185 mg (1.34 mmol) of K2CO3 and 2 mL of DMF. The mixture was stirred at room temperature over night. The mixture was washed with brine and extracted with ethyl acetate. The combined ethyl acetate layers were washed with brine. Removal of the solvent gave 230 mg (100% yield) of 5-bromo-4-methoxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420001B2
Source datasetuspto-grants-2008_09
ORD IDord-3ea2a0236ed64ff6a11aa0f9a89ebdcc
Source noteuspto-grants-2008_09