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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409914Generated: October 30, 2026

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

https://huagongshe.com/reaction/409914

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, 4.68 mmol, 2.93 mL) in dry THF was slowly added 4-chloro-2-fluoro-1-iodo-benzene 19a (3.9 mmol, 1.0 g) at −78° C. under N2. The mixture was stirred for 1 h at −78° C. and ethyl trifluoroacetate 18b (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 19b.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759533B2
Source datasetuspto-grants-2014_06
ORD IDord-b8441806b14e47339e4f655737e7b719
Source noteuspto-grants-2014_06