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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359134Generated: November 2, 2026

Tetrahydrofuran → 5-Aminoindole

https://huagongshe.com/reaction/1359134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant5-NitroindoleHCID 22523—
ReactantAmmonium formateHCID 2723923—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product5-AminoindoleHCID 7886755%

Reaction Steps

5-nitroindole (1.0 g, 6.17 mmol) was dissolved in methanol (10 ml) and anhydrous tetrahydrofuran (10 ml) at room temperature and then, palladium/carbon (10%) of a catalystic amount and ammonium formate (2.0 g, 31.7 mmol) were added to be stirred slowly at room temperature for 30 minutes. After completing the reaction, the reacting solution was filtered through celite, washed with methanol, concentrated under reduced pressure and then, dropped a silica gel short column. Afterward, the residue was concentrated again under reduced pressure and triturated with isooctane. As a result, the present compound (0.45 g, productive yield 55%) was obtained as a solid phase.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599929B2
Source datasetuspto-grants-2003_07
ORD IDord-1f887c7bbff94cb291f63c751cc84db2
Source noteuspto-grants-2003_07