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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1729813Generated: October 30, 2026

Potassium Iodide → 5-bromo-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/1729813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantSodium CarbonateHCID 10340—
Reactant1,1'-(4-Chlorobutylidene)bis(4-fluorobenzene)HCID 76820—
Reactant5-bromo-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-oneHCID 13792098—
SolventWaterHCID 962—
SolventMethyl Isobutyl KetoneHCID 7909—
Product5-bromo-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-oneHCID 21500275—

Reaction Steps

A mixture of 7 parts of 1-chloro-4,4-bis(4-fluorophenyl)-butane, 5.9 parts of 5-bromo-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 6.4 parts of sodium carbonate, 0.2 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone is stirred and refluxed overnight. The reaction mixture is cooled, water is added and the layers are separated. The organic phase is dried, filtered and evaporated. The residue is crystallized twice: first from a mixture of 2-propanol and 2,2'-oxybispropane and then from ethanol. The product is filtered off and dried, yielding 5-bromo-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 182° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03989707
Source datasetuspto-grants-1976_11
ORD IDord-77346db747d14d18be83336021fca3ea
Source noteuspto-grants-1976_11