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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | [1-(3,5-Dichloro-benzyl)-1H-imidazol-2-yl]-methanol | HCID 57801498 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Benzyloxymethyl-1-(3,5-dichloro-benzyl)-1H-imidazole | HCID 11951241 | 5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07572921B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-3046409271b84e10b6d14775e033c287 |
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| Source note | uspto-grants-2009_08 |
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