HuagongsheHuagongshe Chemistry Print Report · For research reference only
Melatonin Impurity 3 → N-[2-(2-acetyl-5-methoxyindol-3-yl)ethyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Melatonin Impurity 3 | HCID 832313 | — |
| Reactant | Triethyloxonium tetrafluoroborate | HCID 2723982 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-(2-acetyl-5-methoxyindol-3-yl)ethyl]acetamide | HCID 15382326 | 75% |
Reaction Steps
To N-[2-(5-methoxyindol-3-yl)ethyl]diacetamide (4) (35 mg) dissolved in dichloromethane (3 ml), at 0° C., is added Meerwein's reagent (0.15 mmol, 0.15 ml). The mixture is maintained at room temperature for 12 h. The solution is filtered. A red precipitate is obtained. The precipitate is dissolved in methanol (1 ml). After reacting for 15 min, the methanol is evaporated off and the ethyl acetate is extracted out. N-[2-(2-Acetyl-5-methoxyindol-3-yl)ethyl]acetamide (2) is thus obtained, Yield=75%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06004991 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-e5e73410b7ff4a018196b8af4679cd12 |
| Source note | uspto-grants-1999_12 |