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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 856041Generated: October 30, 2026

Water → 4'-Trifluoromethoxy-biphenyl-4-carbaldehyde

https://huagongshe.com/reaction/856041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1-Bromo-4-(trifluoromethoxy)benzeneHCID 521008—
Reactant4-Formylphenylboronic AcidHCID 591073—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
Product4'-Trifluoromethoxy-biphenyl-4-carbaldehydeHCID 276072092.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1-bromo-4-(trifluoromethoxy)-benzene (1.53 g, 6.35 mmol), 4-formylbenzeneboronic acid (1 g, 6.67 mmol), tetrakis(triphenylphosphine)-palladium (147 mg, 0.13 mmol), and potassium phosphate (2.02 g, 9.53 mmol) in DMF (10 ml) was stirred at 100° C. for 5 hours. The reaction mixture was poured into water, and extracted with ethyl acetate, and the extract was washed with water three times and brine, and dried over magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane/methylene chloride=3/1) to afford 4′-trifluoromethoxybiphenyl-4-carbaldehyde (1.56 g, yield 92%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262212B2
Source datasetuspto-grants-2007_08
ORD IDord-fb57b4f907d141dfadd9d1269d98c181
Source noteuspto-grants-2007_08