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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766625Generated: November 3, 2026

Ethyl Acetate → 2-(1H-Indol-4-yl)ethan-1-amine

https://huagongshe.com/reaction/1766625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantPotassium HydroxideHCID 14797—
Reactant4-(2-Nitrovinyl)-1H-indoleHCID 53395138—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2-(1H-Indol-4-yl)ethan-1-amineHCID 13100901—

Reaction Steps

A solution of 4-(2-nitrovinyl)indole (II) (3 g, 15.9 mmol) in THF (10 ml) was added to a suspension of DIBAH (1M THF, 159 ml, 159 mmol) under an inert atmosphere and was stirred at room temperature for 30 min, then it was heated at 60° C. and stirred for 5 hours. The obtained mixture was cooled to 0° C., AcOEt, water and KOH 10% were added and the ontained product was filtered. The aqueous layer was extracted with AcOEt and the organic layer was dried and evaporated to obtain 4-[(2-amino)ethyl]indole (III).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230118B2
Source datasetuspto-grants-2007_06
ORD IDord-4e4163b7db87439fb1af2999ce96e87d
Source noteuspto-grants-2007_06