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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 268459Generated: October 25, 2026

3-(2'-Methyl-2'-nitrobutyl)-indole → 3-(2'-Amino-2'-methylbutyl)-indole

https://huagongshe.com/reaction/268459

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(2'-Methyl-2'-nitrobutyl)-indoleHCID 21552242—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product3-(2'-Amino-2'-methylbutyl)-indoleHCID 2155223595.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

Reduction: A mixture of 90.0 g (388 mM) of the nitro intermediate and 9.0 g of palladium catalyst (5% on carbon) and 1000 ml of absolute ethanol was covered with hydrogen at a pressure of 25 atmospheres gauge in the autoclave whereupon it was heated to 70°C. and agitation was continued at this temperature for 7 hours. Filtration, evaporation in vacuo, recrystallisation from xylene and processing of the mother liquor yielded 74.7 g of 3-(2'-amino-2'-methylbutyl)-indole. (Yield: 95% of the theoretical).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03947584
Source datasetuspto-grants-1976_03
ORD IDord-1967a7e4e7cb4c268178129f7030ca79
Source noteuspto-grants-1976_03