Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | HCID 14956184 | HCID 14956184 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 21194567 | HCID 21194567 | 68% |
Reaction Steps
A mixture of 3.12 g (13.7 mmol) of methyl 1-(2-cyanoethyl)-2-indolecarboxylate, 30 ml of 10% sodium carbonate solution, 30 ml of 30% hydrogen peroxide and 100 ml of acetone was stirred at room temperature for 4 hours. Next, the reaction mixture was cooled to 0° C. and 10% sodium sulfite solution was added dropwise to decompose an excess of the peroxide. The most of acetone in the reaction mixture was then distilled off and the concentrate was extracted three times with ethyl acetate. The combined extracts were washed with saturated sodium chloride solution. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography to give 2.30 g (68%) of methyl 1-(2-carbamoylethyl)-2-indolecarboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06248772B1 |
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| Source dataset | uspto-grants-2001_06 |
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| ORD ID | ord-2dd61720a1834029bc92f06941da27f7 |
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| Source note | uspto-grants-2001_06 |
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