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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 544189Generated: October 25, 2026

Ethyl Bromide → 2-[[2-[4-(4-Trifluoromethylphenoxy)phenoxy]propionyl]]cyclopentane-1,3-dione

https://huagongshe.com/reaction/544189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
Reactant1,3-CyclopentanedioneHCID 77466—
ReactantMagnesiumHCID 5462224—
Reactant2-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propanoyl chlorideHCID 12906015—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product2-[[2-[4-(4-Trifluoromethylphenoxy)phenoxy]propionyl]]cyclopentane-1,3-dioneHCID 13309168—

Reaction Steps

Ethyl bromide (6 g, 55 mmol) is added to magnesium turnings (1.34 g) in the presence of tetrahydrofuran (THF; 15 ml). After reaction is complete, the solution is diluted to 50 ml with THF cooled in an ice bath and cyclopentane-1,3-dione (50 mmol) is added rapidly with stirring. THF (250 ml) is added to this mixture and it is allowed to warm to RT. 2-[4-(4-Trifluoromethylphenoxy)phenoxy]propionic acid chloride (55 mmol) is added dropwise with stirring, and the mixture is allowed to stand at RT for 30 minutes. It is then poured into a mixture of ice, water and ether. The aqueous layer is extracted several times with ether. The combined ether extracts are washed with water, dried over sodium sulfate and the solvent is removed to give 2-[[2-[4-(4-trifluoromethylphenoxy)phenoxy]propionyl]]cyclopentane-1,3-dione (V; Y is H, Z is CF3, R1 is CH3 and n is one). ##STR5##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04448965
Source datasetuspto-grants-1984_05
ORD IDord-1139decdbd2847ce89daa9fbccd70d57
Source noteuspto-grants-1984_05