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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916004Generated: October 30, 2026

Ether tetrahydrofuran → 1,1,1-Trifluoro-4-(4-fluorophenyl)-4-methylpentan-2-one

https://huagongshe.com/reaction/916004

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEther tetrahydrofuranHCID 21868444—
Reactant1,1,1-Trifluoro-4-methylpent-3-en-2-oneHCID 22032691—
ReactantHCID 178418676HCID 178418676—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDiethyl EtherHCID 3283—
Product1,1,1-Trifluoro-4-(4-fluorophenyl)-4-methylpentan-2-oneHCID 22032693—

Reaction Steps

To a 2 M ether/THF solution of the above 1,1,1-trifluoro-4-methylpent-3-en-2-one was added 3.8 g of CuI and 10 mL of 2 M ether solution of 4-fluorophenylmagnesium bromide at 0° C. The mixture was warmed to room temperature and stirred for 2 hours. The reaction was quenched with saturated aqueous ammonium chloride and extracted with EtOAc three times. The combined organic layers were washed with water, brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was purified by flash chromatography to yield 460 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268152B2
Source datasetuspto-grants-2007_09
ORD IDord-c0bd2160d42a4298acdba8c181d64de3
Source noteuspto-grants-2007_09