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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090187Generated: October 30, 2026

Water → HCID 59186922, compound

https://huagongshe.com/reaction/2090187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
Reactant4-Bromo-2-(trifluoromethoxy)benzaldehydeHCID 18700087—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 59186922HCID 59186922—

Reaction Steps

10.63 g (39.51 mmol) of 4-bromo-2-(trifluoromethoxy)benzaldehyde, 3.43 g (29.24 mmol) of zinc cyanide and 1.37 g (1.19 mmol) of tetrakis(triphenylphosphine)palladium(0) are dissolved in 80 ml of DMF. The reaction mixture is then reacted in several portions in a single mode microwave (Emrys Optimizer, 5 min at 220° C.). The combined mixtures are mixed with water and extracted twice with toluene. The combined organic phases are washed with saturated sodium chloride solution and dried with sodium sulfate, and then the solvent is removed in a rotary evaporator. The residue is purified by column chromatography (silica gel, mobile phase: cyclohexane/ethyl acetate 10:1). 3.32 g (78% of theory) of the title compound are obtained with a purity of 80% (according to LC-MS).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436180B2
Source datasetuspto-grants-2013_05
ORD IDord-dae9aa54133646d29d8dd50b430818b4
Source noteuspto-grants-2013_05