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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1413530Generated: October 30, 2026

Methyl Isobutyl Ketone → 1-{3-[4-(diphenylmethoxy)-1-piperidinyl]propyl}-1H-benzimidazole

https://huagongshe.com/reaction/1413530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl Isobutyl KetoneHCID 7909—
ReactantSodium CarbonateHCID 10340—
Reactant1-(3-Chloropropyl)-1H-benzimidazoleHCID 13105517—
Reactant4-(Diphenylmethoxy)piperidinium chlorideHCID 44153518—
SolventWaterHCID 962—
Product1-{3-[4-(diphenylmethoxy)-1-piperidinyl]propyl}-1H-benzimidazoleHCID 13105616—

Reaction Steps

A mixture of 6 parts 1-(3-chloropropyl)-1H-benzimidazole, 7.6 parts of 4-(diphenylmethoxy)piperidine hydrochloride, 10.6 parts of sodium carbonate and 200 parts of 4-methyl-2-pentanone is stirred and refluxed overnight with water-separator. The reaction mixture is cooled, water is added and the layers are separated. The 4-methyl-2-pentanone-phase is dried, filtered and evaporated. The oily residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The oily residue is crystallized from 2,2'-oxybispropane. The product is filtered off and dried, yielding 1-{3-[4-(diphenylmethoxy)-1-piperidinyl]propyl}-1H-benzimidazole; mp. 110.2° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04250176
Source datasetuspto-grants-1981_02
ORD IDord-109ace4d42b743c49beade1dab8882b9
Source noteuspto-grants-1981_02