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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660968Generated: October 30, 2026

Methyl iodide → Methyl 5-acetylthiophene-2-carboxylate

https://huagongshe.com/reaction/660968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Acetylthiophene-2-carboxylic acidHCID 3742727—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-acetylthiophene-2-carboxylateHCID 1315640060.3%

Reaction Steps

A solution of 5-acetyl-thiophene-2-carboxylic acid (1 g, 5.88 mmol) in DMF (24 mL) is treated with potassium carbonate (813 mg, 5.88 mmol), then iodomethane (0.368 mL, 5.88 mmol), and stirred for 60 h at rt. The reaction mixture is acidified and extracted into ethyl acetate twice. The combined organic layers are washed with brine, dried, filtered, and concentrated, then taken up in ethyl acetate, washed with saturated aqueous potassium carbonate, dried, filtered and concentrated to give 5-acetyl-thiophene-2-carboxylic acid methyl ester (653 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084489B2
Source datasetuspto-grants-2011_12
ORD IDord-4d4c9394cd36476db734bf55b32ccb1c
Source noteuspto-grants-2011_12