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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2386784Generated: November 1, 2026

Water → HCID 67546932, compound

https://huagongshe.com/reaction/2386784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5-Bromo-1,3-dihydro-1,3-dimethyl-2H-benzimidazol-2-oneHCID 47003447—
ReactantHCID 82780306HCID 82780306—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67546932HCID 6754693247.4%

Reaction Steps

A 1.6M solution of n-BuLi in hexanes (0.62 ml) was added at −78° C. to a solution of 5-bromo-1,3-dimethyl-1,3-dihydro-benzoimidazol-2-one (241 mg) in THF at (10 ml). The gray suspension was stirred for 10 min, then a solution of 2-(4-bromo-2-chloro-phenyl)-propionaldehyde (248 mg) in THF (2 ml) was added. The mixture was stirred for 10 min at −78° C. and then warmed to room temperature. Water (25 ml) was added and extracted with DCM. The combined organic layers were dried over Na2SO4 and concentrated to an oil. The residue was purified by flash chromatography (SiO2, 0 to 100% EtOAc/heptane) to give the title compound (194 mg) as a colorless oil. MS (m/e)=409.1 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268820B2
Source datasetuspto-grants-2012_09
ORD IDord-4edce06029cc4f118f54f9fc5ef8870a
Source noteuspto-grants-2012_09