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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233432Generated: October 29, 2026

Acetonitrile → 2-(4-Methylthiophen-3-yl)benzaldehyde

https://huagongshe.com/reaction/2233432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantSodium CarbonateHCID 10340—
Reactant2-Formylphenylboronic acidHCID 292189—
Reactant3-Bromo-4-methylthiopheneHCID 2734935—
CatalystHCID 178418476HCID 178418476—
SolventEthyl AcetateHCID 8857—
Product2-(4-Methylthiophen-3-yl)benzaldehydeHCID 8662108378%

Reaction Conditions

Temperature150 °C

Reaction Steps

In a microwave vial, 3-bromo-4-methyl-thiophene (653 mg, 3.69 mmol), 2-formyl phenylboronic acid (500 mg, 3.36 mmol) and 7 ml of actonitrile were mixed together. 6.7 ml of 1N aqueous sodium carbonate was added to above solution, followed by 5 mole percent of dichlorobis(triphenylphosphine)-palladium(II). The reaction vessel was sealed and heated at 150° C. for 5 minutes with microwave irradiation. After cooling, 50 ml of ethyl acetate was added, the organic layer was separated, washed with water, dried with sodium sulfate. The organic solvent was evaporated to give crude product, which was purified by ISCO CombiFlash column to give 530 mg of 2-(4-methyl-thiophen-3-yl)benzaldehyde, yield: 78%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709493B2
Source datasetuspto-grants-2010_05
ORD IDord-15a066fbed054eb5adcf98568de24218
Source noteuspto-grants-2010_05