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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096111Generated: October 31, 2026

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

https://huagongshe.com/reaction/1096111

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 1N 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 numberUS08138213B2
Source datasetuspto-grants-2012_03
ORD IDord-2f8cb9147c374835813ebcb799e17417
Source noteuspto-grants-2012_03