Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178440070 | HCID 178440070 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 474100 | HCID 474100 | 96% |
Reaction Steps
In 50 ml of dry acetonitrile was dissolved 5.0 g (11.5 mmol) of the imidazole (101e), followed by addition of 3.2 g (23.2 mmol) of potassium carbonate and 2.9 g (17.4 mmol) of ethyl bromoacetate, and the mixture was heated at 60° C. for 11 hours. The reaction mixture was diluted with ice-water and extracted with ethyl acetate. The extract was washed with water, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:2) to provide 5.75 g (yield 96%) of (2-(3-benzyloxypropyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1H-imidazol-1-yl)-ethyl acetate (136d) as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06147097 |
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| Source dataset | uspto-grants-2000_11 |
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| ORD ID | ord-0418743080f34ce29497b83f7d20a6c4 |
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| Source note | uspto-grants-2000_11 |
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