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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104955Generated: October 30, 2026

Sodium hydride → 1-(benzyloxymethyl)-2-phenyl-1H-imidazole

https://huagongshe.com/reaction/2104955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-PhenylimidazoleHCID 69591—
ReactantBenzyl chloromethyl etherHCID 137983—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product1-(benzyloxymethyl)-2-phenyl-1H-imidazoleHCID 5780396568.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

To 2-phenylimidazole (500 mg, 3.47 mmol) in 10 mL THF at 0° C., was added 60% NaH (146 mg, 3.64 mmol). The mixture was stirred at 0° C. for 15 min, then BOM-Cl (80%, 656 μL, 3.82 mmol) was added. The mixture was stirred at rt for 1 h, then was diluted with EtOAc. The organic phase was washed with H2O and brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0 to 100% EtOAc/hexanes gradient) to afford 630 mg of Intermediate 15.1 as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576098B2
Source datasetuspto-grants-2009_08
ORD IDord-a810e054659449018fcd3067ca44f2a3
Source noteuspto-grants-2009_08