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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444878Generated: November 2, 2026

Hydrochloric Acid → 4-formyl-2-methyl-N-(2,2,2-trifluoroethyl)benzoic acid amide

https://huagongshe.com/reaction/1444878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
Reactant4-Bromo-2-methyl-N-(2,2,2-trifluoro-ethyl)-benzamideHCID 66784310—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-formyl-2-methyl-N-(2,2,2-trifluoroethyl)benzoic acid amideHCID 86611466—

Reaction Steps

In a solution of 1.00 g of 4-bromo-2-methyl-N-(2,2,2-trifluoroethyl)benzoic acid amide in 15 ml of tetrahydrofuran under nitrogen atmosphere, 4.7 ml of n-butyl lithium (1.58M hexane solution) was added dropwise at −70° C. with stirring, and then 0.4 ml of N,N-dimethylformamide were added dropwise. After stirring at the same temperature for 30 minutes, 10 ml of 1 N hydrochloric acid and then 30 ml of water were added, and extracted with ethyl acetate (30 ml×2). The organic phase was dehydrated with saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to obtain 0.80 g of the aimed product as pale yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662972B2
Source datasetuspto-grants-2010_02
ORD IDord-9784a0b4d469490a9e07f8b72c0473f9
Source noteuspto-grants-2010_02