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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006435Generated: October 30, 2026

Water → HCID 11174123, compound

https://huagongshe.com/reaction/1006435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzimidazoleHCID 5798—
ReactantSodium hydrideHCID 24758—
Reactant1-(tert-Butoxycarbonyl)-4-(p-toluenesulfonyloxy)piperidineHCID 15734713—
SolventDimethylformamideHCID 6228—
ProductHCID 11174123HCID 1117412325.1%

Reaction Steps

1H-Benzimidazole (300 mg) was dissolved in N,N-dimethylformamide (6 ml), added with sodium hydride (60%, in oil, 122 mg) and stirred at room temperature for 1 hour. Subsequently, the reaction mixture was added with 1-(tert-butoxycarbonyl)-4-(p-toluenesulfonyloxy)piperidine (1.08 g) and further stirred at room temperature for 23 hours and at 60° C. for 2 hours. The reaction mixture was added with water (10 ml) and extracted twice with ethyl acetate (10 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate) to obtain 192 mg of the title compound. Yield: 25%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06790854B2
Source datasetuspto-grants-2004_09
ORD IDord-dfdb665ce0fb4baa9328ef068103ab4f
Source noteuspto-grants-2004_09