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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1988007Generated: November 2, 2026

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

https://huagongshe.com/reaction/1988007

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 numberUS07553840B2
Source datasetuspto-grants-2009_06
ORD IDord-df27bbce172f4295beda4a1a09e09ee8
Source noteuspto-grants-2009_06