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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433203Generated: November 1, 2026

Sodium Carbonate → 2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzaldehyde

https://huagongshe.com/reaction/1433203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Formylphenylboronic acidHCID 292189—
ReactantHCID 178506219HCID 178506219—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzaldehydeHCID 17851946476%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-bromo-2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazole (0.700 g, 1.89 mmol), 2-formylphenylboronic acid (0.424 g, 2.83 mmol), sodium carbonate (1.200 g, 11.3 mmol), and 1,1′-[bis(di-tert-butylphosphino)ferrocene]-palladium dichloride (0.123 g, 0.189 mmol) in DME (14 mL) and H2O (3.5 mL) was heated at 90° C. for 12 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by chromatography (silica, hexanes: EtOAc, 1:1) to afford the product as a yellow oil (0.568 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612211B2
Source datasetuspto-grants-2009_11
ORD IDord-0e0b10048031419ebd2e87ef0001963d
Source noteuspto-grants-2009_11