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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658112Generated: October 31, 2026

Sodium borohydride → 2-(1,3-dihydrobenzimidazol-2-ylidene)-1-[3-(1,3-dihydroxybutyl)phenyl]-3-(3-fluorophenyl)propane-1,3-dione

https://huagongshe.com/reaction/658112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 178467978HCID 178467978—
SolventEthanolHCID 702—
Product2-(1,3-dihydrobenzimidazol-2-ylidene)-1-[3-(1,3-dihydroxybutyl)phenyl]-3-(3-fluorophenyl)propane-1,3-dioneHCID 17846797960%

Reaction Steps

At −10° C., 10 ml of ethanol solution containing 184 mg of 2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-1-(3-fluorophenyl)-3-[3-(1-hydroxy-3-oxobutyl)phenyl]propane-1,3-dione was mixed with sodium borohydride and stirred for 30 minutes. This was appropriate amounts of saturated ammonium chloride aqueous solution and purified water, extracted with ethyl acetate and dried with anhydrous magnesium sulfate. After concentration, the thus formed residue was purified by a silica gel column chromatography to obtain 110 mg (60%) of 2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-1-[3-(1,3-dihydroxybutyl)phenyl]-3-(3-fluorophenyl)propane-1,3-dione (Example 6-1) from a hexane-ethyl acetate (1:1-1:3) eluate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076367B2
Source datasetuspto-grants-2011_12
ORD IDord-9ef307c842524726a1060a141d389b93
Source noteuspto-grants-2011_12