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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249158Generated: October 29, 2026

Benzyl 4-[3-(3-nitrobenzyl)indol-1-yl]-4-oxobutyrate → 4-[3-(3-Aminobenzyl)indol-1-yl]-4-oxobutyric acid

https://huagongshe.com/reaction/249158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 4-[3-(3-nitrobenzyl)indol-1-yl]-4-oxobutyrateHCID 19024729—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Product4-[3-(3-Aminobenzyl)indol-1-yl]-4-oxobutyric acidHCID 1902469967.3%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of benzyl 4-[3-(3-nitrobenzyl)indol-1-yl]-4-oxobutyrate (320 mg) in a mixture of 1,4-dioxane (6 ml) and methanol (3 ml) was added 10% palladium on activated carbon (60 mg), and the mixture was shaken under hydrogen atmosphere (3 atm) at 25° C. for 1.5 hours. The catalyst was filtered off and the filtrate was evaporated. The crude crystals were washed with hot chloroform and hot ethyl acetate to give 4-[3-(3-aminobenzyl)indol-1-yl]-4-oxobutyric acid (157 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212320
Source datasetuspto-grants-1993_05
ORD IDord-f3c4615afbf745679a7cd2275ebec788
Source noteuspto-grants-1993_05