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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1649637Generated: November 1, 2026

Benzene → 4-Chloro-1-(4-chlorophenyl)-2-fluorobutan-1-one

https://huagongshe.com/reaction/1649637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactant18-Crown-6HCID 28557—
Reactant2-Bromo-4-chloro-1-(4-chlorophenyl)butan-1-oneHCID 107167—
ReactantPotassium FluorideHCID 522689—
SolventWaterHCID 962—
Product4-Chloro-1-(4-chlorophenyl)-2-fluorobutan-1-oneHCID 1371168653%

Reaction Steps

A mixture of 68 g of 4-chlorophenyl 1-bromo-3-chloropropyl ketone, 27.5 g of dry potassium fluoride, 11 g of 18-crown-6 and 200 ml of dry benzene is heated under reflux for 8 hours. Thereafter, 200 ml of water are added, and the organic phase is separated off, washed several times with water, dried over sodium sulphate and evaporated down in vacuo. The residue is stirred with light benzine, with the addition of a small amount of toluene. After the resulting solid has been filtered off under suction and drying has been carried out, 28.5 g (53% of theory) of 4-chlorophenyl 1-fluoro-3-chloropropyl ketone of melting point 53° C. are obtained. ##STR215##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04921528
Source datasetuspto-grants-1990_05
ORD IDord-7ec08072187543f2a9154c6fe082240b
Source noteuspto-grants-1990_05