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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1463337Generated: October 25, 2026

Ethanol → Ethyl 5-nitro-3indolepropionate

https://huagongshe.com/reaction/1463337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant5-(5-Nitroindol-3-ylmethyl)-2,2-dimethyl-1,3-dioxane4,6-dioneHCID 15228263—
CatalystCopperHCID 23978—
SolventPyridineHCID 1049—
ProductEthyl 5-nitro-3indolepropionateHCID 1996204089.8%

Reaction Steps

To a solution of 5-(5-nitroindol-3-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (10.0 g, 0.031 mol) in a mixture of pyridine (80 mL) and absolute ethanol (20 mL) was added 0.1 g of copper powder and the mixture was refluxed under Ar for 2h. After being stirred at room temperature for 66 h the mixture was refluxed for an additional 1 h. The cooled mixture was filtered and the filtrate was evaporated. The resulting residue was triturated with ether and a little CH2Cl2 to give the title compound (7.3 g, 89%) as a solid,

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05300506
Source datasetuspto-grants-1994_04
ORD IDord-126841d5a12f417dac89d6719828994e
Source noteuspto-grants-1994_04