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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1390169Generated: November 1, 2026

18-Crown-6 → N-(3',4'-Dichlorophenyl)-3,4-dimethyl-2-fluoro-5-oxo-2,5-dihydropyrrole

https://huagongshe.com/reaction/1390169

Reaction equation

Participants

RoleNameHCIDCharge
Reactant18-Crown-6HCID 28557—
ReactantPotassium FluorideHCID 522689—
ReactantN-(3',4'-Dichlorophenyl)-3,4-dimethyl-2-hydroxy-5-oxo-2,5-dihydropyrroleHCID 13069714—
SolventAcetonitrileHCID 6342—
ProductN-(3',4'-Dichlorophenyl)-3,4-dimethyl-2-fluoro-5-oxo-2,5-dihydropyrroleHCID 13069717—

Reaction Steps

23.2 g N-(3,4-dichlorophenyl)-3,4-dimethyl-2-hydroxy-5-oxo-2,5-dihydropyrrole (see Example 3) is refluxed together with 11.6 g of potassium fluoride and 0.3 g of 18-crown-6 (cyclic polyethylene ether) in 50 ml of acetonitrile for 14 hours. After cooling, undissolved constituents are filtered off, and the filtrate is concentrated by evaporation. The residue is recrystallised from methanol to yield 8 g (35% of theory) of the above product in the form of colourless crystals, m.p. 102°-103°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04138243
Source datasetuspto-grants-1979_02
ORD IDord-fb7f58545c634bafb71c8d42c5bd33ff
Source noteuspto-grants-1979_02