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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532978Generated: October 30, 2026

1-(4-(Trifluoromethyl)phenyl)ethan-1-one → HCID 15428868, compound

https://huagongshe.com/reaction/1532978

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-(Trifluoromethyl)phenyl)ethan-1-oneHCID 69731—
ReactantMethyl cyclopentanecarboxylateHCID 78365—
ReactantPotassium tert-butoxideHCID 23665647—
Catalyst18-Crown-6HCID 28557—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15428868HCID 1542886866.3%

Reaction Steps

1.97 kg of potassium tert-butoxide, 2.26 kg of methyl cyclopentanecarboxylate, 1.66 kg of p-trifluoromethylacetophenone and 36 g of 18-crown-6 ether were refluxed in 18 liters of tetrahydrofuran for 4 hours. Quenching of the reaction was carried out using 16 liters of 10% strength hydrochloric acid at room temperature. The aqueous phase was extracted with ethyl acetate and the combined organic phases were washed with saturated sodium chloride solution. After distilling off the solvent, the residue was distilled in an oil-pump vacuum at 1.5 mbar. 1.664 kg of 1-cyclopentyl-3-(4-trifluoromethylphenyl)propane-1,3-dione resulted as an oil, which crystallized completely on allowing to stand.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06207671B1
Source datasetuspto-grants-2001_03
ORD IDord-1bea099c5a224a0781c527675410a326
Source noteuspto-grants-2001_03