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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2101510Generated: October 31, 2026

Benzyl Bromide → 2-Benzyloxymethyl-1-(3,5-dichloro-benzyl)-1H-imidazole

https://huagongshe.com/reaction/2101510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
Reactant[1-(3,5-Dichloro-benzyl)-1H-imidazol-2-yl]-methanolHCID 57801498—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-Benzyloxymethyl-1-(3,5-dichloro-benzyl)-1H-imidazoleHCID 119512415%

Reaction Conditions

Temperature40 °C

Reaction Steps

To NaH in DMF, was added [1-(3,5-dichloro-benzyl)-1H-imidazol-2-yl]-methanol (see Example 1) in DMF. The reaction mixture was stirred at 40° C. for 30 min and benzyl bromide was dropwise added. The reaction mixture was stirred at 40° C. for another 3 h. The mixture was diluted with EtOAc and washed with water, 1N HCl and saturated NaHCO3. The organic phase was dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel preparative TLC using CH2Cl2:MeOH 98:2 as an eluent to afford the title compound (7 mg, 5%); MS m/z 347 [C18H16Cl2N2O+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572921B2
Source datasetuspto-grants-2009_08
ORD IDord-3046409271b84e10b6d14775e033c287
Source noteuspto-grants-2009_08