HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 969528Generated: November 2, 2026
Water → 4-Benzyloxy-6-bromo-1-methoxymethyl-2-methyl-1H-benzimidazole
https://huagongshe.com/reaction/969528
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 7-(benzyloxy)-5-bromo-2-methyl-1H-benzo[d]imidazole | HCID 67220214 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Benzyloxy-6-bromo-1-methoxymethyl-2-methyl-1H-benzimidazole | HCID 69135238 | 26.4% |
Reaction Steps
2.0 g (6.3 mmol) 4-Benzyloxy-6-bromo-2-methyl-1H-benzimidazole were solved in dimethylformamide (10 ml) and the solution was cooled to 0° C. 151 mg (6.5 mmol) sodium hydride (60%) were added in portions and the reaction was stirred for 20 min. 435 μl (6.3 mmol) 1-Chloro-1-methoxy-methane were added and the reaction was stirred at 0° C. After 2 h the mixture was poured into water (200 ml) and extracted with ethyl acetate. The organic layers were dried over magnesium sulphate and concentrated in vacuo. The residue was purified by column chromatography on silica gel (toluene/dioxane=6:1) to afford 0.6 g (26%) of the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07307084B2 |
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| Source dataset | uspto-grants-2007_12 |
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| ORD ID | ord-0e4e6c3d99c64eb5bf8d5d65fa1fc9d2 |
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| Source note | uspto-grants-2007_12 |
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