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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080575Generated: November 2, 2026

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

https://huagongshe.com/reaction/2080575

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 numberUS07932392B2
Source datasetuspto-grants-2011_04
ORD IDord-54b8f0ed8a9548a78b176e83fb57b506
Source noteuspto-grants-2011_04