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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895622Generated: October 31, 2026

Water → HCID 11174123, compound

https://huagongshe.com/reaction/895622

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 numberUS06916822B2
Source datasetuspto-grants-2005_07
ORD IDord-6dac5d787b6845e3819fb82fd8def4ac
Source noteuspto-grants-2005_07