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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2294907Generated: October 30, 2026

Sodium Carbonate → HCID 15839551, compound

https://huagongshe.com/reaction/2294907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 88638—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
SolventAcetic AcidHCID 176—
SolventChloroformHCID 6212—
ProductHCID 15839551HCID 15839551103.8%

Reaction Steps

A mixture of 20.6 g N-t-butyloxycarbonyl-4-piperidone, 15 g of 4-(2-oxo-1-benzimidazolinyl)piperidine, 300 mL of 1,2-dichloroethane, 4.2 mL of glacial acetic acid and 24 g of sodium triacetoxyborohydride was stirred at room temperature for 48 h. The reaction mixture was poured into 500 mL chloroform and 500 mL saturated aqueous Na2CO3 and the layers separated. The aqueous layer was extracted with 2×250 mL of chloroform and the combined organic layers dried over MgSO4 and concentrated under reduced pressure. Recrystallization of the crude product from 200 mL of ethyl acetate gave in two crops 28.7 g of pure 1,3-dihydro-1-{1-[1-(t-butyloxycarbonyl)piperidin-4-yl]piperidin-4-yl}-2H-benzimidazol-2-one as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05691323
Source datasetuspto-grants-1997_11
ORD IDord-95d9bef777384ce89f2e96ba33aa2332
Source noteuspto-grants-1997_11