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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840485Generated: October 26, 2026

Piperidine → 5-acetyl-3-(3-methyl-1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1840485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3-Methyl-1H-indole-2-carbaldehydeHCID 277260—
Reactant5-acetyl-2,3-dihydro-1H-indol-2-oneHCID 10219643—
SolventEthanolHCID 702—
Product5-acetyl-3-(3-methyl-1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-oneHCID 5381930375%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-acetyl-2-oxindole (70 mg), 3-methylindole-2-carbaldehyde (56 mg) (prepared according to Synthetic Communications, 1986, 16, 1799) and piperidine (30 mg) in ethanol (1 mL) was heated in a sealed tube at 90° C. for overnight. The mixture was cooled to room temperature. The solid was collected by vacuum filtration, washed with cold ethanol and dried in oven for overnight to give 83 mg (75% yield) of 5-acetyl-3-(3-methyl-1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680335B2
Source datasetuspto-grants-2004_01
ORD IDord-91fa80a776eb4affb8cab047b9c65bf2
Source noteuspto-grants-2004_01