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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1988150Generated: November 3, 2026

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

https://huagongshe.com/reaction/1988150

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 1,1,1-trifluoro-4-methylpent-3-en-2-one was added 3.8 g of copper (I) iodide and 10 mL of a 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 NH4Cl, and extracted three times with EtOAc. 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 1,1,1-trifluoro-4-(4-fluorophenyl)-4-methylpentan-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07553966B2
Source datasetuspto-grants-2009_06
ORD IDord-2d368501367a4e7ba4af520c9889577e
Source noteuspto-grants-2009_06