Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | HCID 54321326 | HCID 54321326 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67662805 | HCID 67662805 | 45.6% |
Reaction Steps
Imidazole (1.11 g, 16.3 mmol), potassium carbonate (2.78 g, 20.1 mmol), cuprous chloride (0.31 g, 3.1 mmol), and N-methylpyrrolidone (25 ml) were added to N-pentyl-(5-bromo-2,3-methylenedioxyphenyl)acetamide (4.65 g, 14.8 mmol), and the mixture was stirred at 200° C. for 10 hours. The reaction mixture was cooled and added with ethyl acetate (30 ml) and the precipitates were removed by filtration. The ethyl acetate layer was successively washed with 10% aqueous ammonia and with saturated brine, and dried over anhydrous sodium sulfate, and then the solvent was evaporated. The residue was purified by silica gel chromatography (Wako Gell C-300: 100 g, eluent: methanol/chloroform=1/50-1/20) to give N-pentyl-(5-imidazolyl-2,3-methylenedioxyphenyl)acetamide (2.13 g) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05807860 |
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| Source dataset | uspto-grants-1998_09 |
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| ORD ID | ord-cc388431566648aaab318c3159f27fc7 |
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| Source note | uspto-grants-1998_09 |
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