HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429924Generated: November 1, 2026
Cesium carbonate → tert-butyl {4-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)oxy]phenyl}carbamate
https://huagongshe.com/reaction/1429924
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | N-Boc-4-hydroxyaniline | HCID 2756771 | — |
| Reactant | 2-Chloro-1-[[2-(trimethylsilanyl)ethoxy]methyl]-benzimidazole | HCID 59752898 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-butyl {4-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)oxy]phenyl}carbamate | HCID 58577462 | 100.5% |
Reaction Steps
A mixture of 2-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazole (8.7 g), tert-butyl 4-hydroxyphenylcarbamate (6.4 g) and cesium carbonate (20 g) in DMF (60 mL) was stirred at 60° C. for 24 h. After cooling to room temperature, to the mixture was added SiO2, the mixture was evaporated, and then the residue was purified by column chromatography (silica gel, eluted with 0%-50% EtOAc in hexane) to give tert-butyl {4-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)oxy]phenyl}carbamate (14 g) as brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08940758B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-9bd2075b6b3941a49b05cfed7728f50b |
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| Source note | uspto-grants-2015_01 |
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