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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1648866Generated: November 1, 2026

Water → HCID 13151505, compound

https://huagongshe.com/reaction/1648866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 88638—
ReactantHCID 13151500HCID 13151500—
SolventDimethylformamideHCID 6228—
ProductHCID 13151505HCID 1315150579%

Reaction Steps

A mixture of 5.0 g of trans-2-(4-fluorophenyl)-4-(iodomethyl)tetrahydrofuran, 4.2 g of 1-(4-piperidyl)benzimidazolin-2-one and 2.5 g of potassium carbonate in 80 ml of dimethylformamide is heated with stirring at 60°-70° C. for 42 hours. The reaction mixture is then poured into water and extracted with ethyl acetate. The extract is washed three times with water and dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. Isopropyl ether is added to the residue, and the crystals precipitated are collected by filtration and recrystallized from ethanol to give 5.1 g of 1-[1-(trans-2-(4-fluorophenyl)-tetrahydro-4-furylmethyl)-4-piperidyl]benzimidazolin-2-one as colorless needles, melting at 154°-155° C. The corresponding hydrochloride melts at 239° C. with decomposition.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04414216
Source datasetuspto-grants-1983_11
ORD IDord-9cea8133b27d4afe854dc46358fb0f21
Source noteuspto-grants-1983_11