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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1828434Generated: November 3, 2026

Dimethylformamide → 4-Ethylthiophene-2-carbaldehyde

https://huagongshe.com/reaction/1828434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHexaneHCID 8058—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-EthylthiopheneHCID 74530—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product4-Ethylthiophene-2-carbaldehydeHCID 15209622—

Reaction Conditions

Temperature60 °C

Reaction Steps

3-Ethylthiophene (2 g, 17.8 mmol) dissolved in diethyl ether (18 ml) was added with a solution of n-butyl lithium in hexane (1.5 M, 14 ml, 21.4 mmol) at room temperature and refluxed by heating at 60° C. for 15 minutes. The reaction solution was returned to room temperature and added dropwise with dimethylformamide (2 ml, 23.2 mmol) dissolved in diethyl ether. After the reaction solution was stirred for 2 hours at room temperature, the reaction was stopped with saturated aqueous ammonium chloride, and the reaction solution was extracted with chloroform. The collected organic layer was washed with saturated brine, then dried over magnesium sulfate and concentrated under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07056917B2
Source datasetuspto-grants-2006_06
ORD IDord-d5d6d219c4074395a41c8565ca047a7b
Source noteuspto-grants-2006_06