HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210563Generated: October 31, 2026
Sodium hydride → tert-Butyl 2-[4-(2-butyl-4-chloro-5-formyl-imidazol-1-yl-methyl)phenyl]-2-cyclopentylacetate
https://huagongshe.com/reaction/2210563
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl 2-(4-(bromomethyl)phenyl)-2-cyclopentylacetate | HCID 15225592 | — |
| Reactant | HCID 178418251 | HCID 178418251 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-Butyl 2-[4-(2-butyl-4-chloro-5-formyl-imidazol-1-yl-methyl)phenyl]-2-cyclopentylacetate | HCID 15225591 | — |
Reaction Steps
1.6 g (0.053 mol) of sodium hydride (80% strength) are suspended in 50 ml of DMF under protective gas, 10 g (0.053 mol) of 2-butyl-5-formyl-4-chloroimidazole (preparation according to EP 324 377) are added dropwise at 0° C. in 100 ml of DMF, then the mixture is stirred for 15 min at 0° C. and 18.9 g (0.053 mol) of tert-butyl 2-(4-bromomethylphenyl)-2-cyclopentylacetate in 100 ml of DMF are added dropwise. The mixture is additionally stirred at 0° C. for 2 h, the solvent is evaporated, the residue is taken up in diethyl ether, the solid is filtered off and, after concentration, the residue is chromatographed on silica gel 60 using dichloromethane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05459156 |
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| Source dataset | uspto-grants-1995_10 |
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| ORD ID | ord-a333590660ee47f5a270f4564a4be9c7 |
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| Source note | uspto-grants-1995_10 |
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