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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500797Generated: October 31, 2026

Ethyl Acetate → 2-Bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

https://huagongshe.com/reaction/500797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCyanogen BromideHCID 10476—
Reactant1-((2-(Trimethylsilyl)ethoxy)methyl)-1H-imidazoleHCID 11052605—
SolventAcetonitrileHCID 6342—
Product2-Bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazoleHCID 5942454232.5%

Reaction Steps

To a solution of 107 (100 mg, 0.50 mmol) in acetonitrile (1 mL) at room temperature was added cyanogen bromide (107 mg, 1.0 mmol) and the mixture was allowed to stir at room temperature for 3 h, concentrated to dryness and partitioned between EtOAc and water. The organic phase was collected, dried over anhydrous sodium sulfate and concentrated to dryness. The residue was purified by column chromatography (eluents EtOAc/hexane 25:75, then EtOAc), to afford the title compound 108 (45 mg, 32% yield) as a colorless oil. MS (m/z) 277.0/279.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772247B2
Source datasetuspto-grants-2010_08
ORD IDord-645191db71334b60b77f31bf9d24e894
Source noteuspto-grants-2010_08