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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450497Generated: October 31, 2026

Methyl iodide → Methyl 4,5-dibromo-3-methoxythiophene-2-carboxylate

https://huagongshe.com/reaction/450497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4,5-dibromo-3-hydroxythiophene-2-carboxylateHCID 2777613—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductMethyl 4,5-dibromo-3-methoxythiophene-2-carboxylateHCID 280841480%

Reaction Steps

9.97 ml of a solution of iodomethane and then 29.44 g of K2CO3 are added, dropwise, to a solution of 34.35 g of methyl 4,5-dibromo-3-hydroxythiophene-2-carboxylate in 150 ml of DMF and the mixture is left to stir for 18 hours at AT. After cooling, the reaction mixture is diluted in 100 ml of ethyl ether and filtered, and the filtrate is concentrated under vacuum. The reaction crude is purified by silica gel chromatography, elution being carried out with heptane and then with a heptane/EtOAc mixture (85/15; v/v). 28.70 g of the expected compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486971B2
Source datasetuspto-grants-2013_07
ORD IDord-8316e5bcded34f37960b332a2089cbd8
Source noteuspto-grants-2013_07