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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612523Generated: October 25, 2026

Melatonin Impurity 3 → N-[2-(2-acetyl-5-methoxyindol-3-yl)ethyl]acetamide

https://huagongshe.com/reaction/612523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMelatonin Impurity 3HCID 832313—
ReactantTriethyloxonium tetrafluoroborateHCID 2723982—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductN-[2-(2-acetyl-5-methoxyindol-3-yl)ethyl]acetamideHCID 1538232675%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06004991
Source datasetuspto-grants-1999_12
ORD IDord-e5e73410b7ff4a018196b8af4679cd12
Source noteuspto-grants-1999_12