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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Phenylimidazole | HCID 69591 | — |
| Reactant | Benzyl chloromethyl ether | HCID 137983 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(benzyloxymethyl)-2-phenyl-1H-imidazole | HCID 57803965 | 68.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07576098B2 |
|---|
| Source dataset | uspto-grants-2009_08 |
|---|
| ORD ID | ord-a810e054659449018fcd3067ca44f2a3 |
|---|
| Source note | uspto-grants-2009_08 |
|---|