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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582070Generated: October 25, 2026

Tetrahydrofuran → (1-(5-hydroxymethylfur-2-ylmethyl)-1H-benzimidazol-2-yl)(1-ethoxycarbonylpiperidin-4-yl)amine

https://huagongshe.com/reaction/582070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium SulfateHCID 24436—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant(1-(5-(ethoxycarbonyl)fur-2-ylmethyl)-1H-benzimidazol-2-yl)(1-ethoxycarbonylpiperidin-4-yl)amineHCID 22009363—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product(1-(5-hydroxymethylfur-2-ylmethyl)-1H-benzimidazol-2-yl)(1-ethoxycarbonylpiperidin-4-yl)amineHCID 22009043—

Reaction Conditions

Temperature0 °C

Reaction Steps

Combine (1-(5-ethyoxycarbonylfur-2-ylmethyl)-1H-benzimidazol-2-yl)(1-ethoxycarbonylpiperidin-4-yl)amine (2.7 mmol) and tetrahydrofuran (10 mL). Add a solution of lithium aluminum hydride (5.4 mL, 1.0M in tetrahydrofuran, 5.4 mmol). After 18 hours pour the reaction mixture into a beaker, dilute with dichloromethane, and cool to 0° C. With stirring add portionwise, Na2SO4.10 H2O until the evolution of gas ceases. Add dichloromethane to about double the volume, add celite, stir to form a thick slurry, and filter. Evaporate the filtrate in vacuo to give (1-(5-hydroxymethylfur-2-ylmethyl)-1H-benzimidazol-2-yl)(1-ethoxycarbonylpiperidin-4-yl)amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922737
Source datasetuspto-grants-1999_07
ORD IDord-0ea9a82700484a76b7d31af96d497e53
Source noteuspto-grants-1999_07