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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499107Generated: November 2, 2026

Ethyl trifluoroacetate → HCID 117942077, compound

https://huagongshe.com/reaction/1499107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl trifluoroacetateHCID 9794—
Reactant4-bromo-2-methyl-1H-1,3-benzodiazoleHCID 15828979—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 117942077HCID 117942077—

Reaction Conditions

Temperature-78 °C

Reaction Steps

4-Bromo-2-methyl-1H-benzimidazole (500 mg, 2.37 mmol) was dissolved in THF (8 mL) and cooled to −78° C. n-Butyllithium (2.3 mL, 2.5 M in hexanes, 5.7 mmol) was added dropwise and the reaction was stirred at −78° C. for 30 min. Trifluoroacetic acid ethyl ester (339 μL, 2.8 mmol) was added and the reaction was stirred at 0° C. for 1 h. The reaction was quenched with HCl (2 N, 4 mL), then extracted with water and EtOAc, washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. Purification by normal phase silica gel column chromatography (CH2Cl2/MeOH/NH4OH) provided 2,2,2-trifluoro-1-(2-methyl-1H-benzoimidazol-4-yl)-ethanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199994B2
Source datasetuspto-grants-2015_12
ORD IDord-256a140ccdec41728bb3dabaf625b3cc
Source noteuspto-grants-2015_12