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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2038411Generated: November 2, 2026

Ethyl trifluoroacetate → 1-(4-Chloro-2-fluorophenyl)-2,2,2-trifluoroethan-1-one

https://huagongshe.com/reaction/2038411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl trifluoroacetateHCID 9794—
Reactant4-Chloro-2-fluoro-1-iodobenzeneHCID 2736562—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product1-(4-Chloro-2-fluorophenyl)-2,2,2-trifluoroethan-1-oneHCID 24726836—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of n-BuLi (1.6 M in hexanes, 2.93 mL, 4.68 mmol) in dry THF was slowly added 4-chloro-2-fluoro-1-iodo-benzene 11h (31.0 g, 0.9 mmol) at −78° C. under N2. The mixture was stirred for 1 h at −78° C. and ethyl trifluoroacetate 11b (0.51 mL, 4.29 mmol) was added. The reaction was allowed to warm to room temperature overnight and was quenched with saturated aqueous NH4Cl solution. The mixture was extracted with EtOAc. The organic extracts were concentrated and purified by flash column chromatography (silica gel, 15% EtOAc/hexanes) to give compound 11i.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575363B2
Source datasetuspto-grants-2013_11
ORD IDord-e7c196376a1f4229a36696bca82cfe11
Source noteuspto-grants-2013_11