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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946517Generated: November 2, 2026

Sodium borohydride → 1-[(4-chlorophenyl)methyl]-2-(1,1-dimethylethyl)-4,5,6,7-tetrahydro-1H-benzimidazol-7-ol

https://huagongshe.com/reaction/1946517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant3-[(4-chlorophenyl)methyl]-2-(1,1-dimethylethyl)-3,5,6,7-tetrahydro-4H-benzimidazol-4-oneHCID 58460203—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product1-[(4-chlorophenyl)methyl]-2-(1,1-dimethylethyl)-4,5,6,7-tetrahydro-1H-benzimidazol-7-olHCID 5846018270.4%

Reaction Steps

To a stirred solution of Intermediate 53 (120 mg) in a mixture of methanol (1.5 mL) and dichloromethane (1.5 mL) at ambient temperature was added sodium borohydride (30 mg) in one charge. The reaction was stirred at ambient temperature under an atmosphere of nitrogen for 2 hr. The reaction was partitioned between ethyl acetate (20 mL) and water (20 mL). The organics were dried (hydrophobic frit) and concentrated in vacuo to give the title compound (85 mg). LC/MS MH+ 319, Rt 1.92 min (5 min run).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399444B2
Source datasetuspto-grants-2013_03
ORD IDord-7ee27b776ef242d18615aa56515c5214
Source noteuspto-grants-2013_03