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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840486Generated: October 26, 2026

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

https://huagongshe.com/reaction/1840486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantIndole-2-carboxaldehydeHCID 96389—
Reactant5-acetyl-2,3-dihydro-1H-indol-2-oneHCID 10219643—
SolventEthanolHCID 702—
Product5-acetyl-3-(1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-oneHCID 5435871088%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 5-acetyl-2-oxindole (88 mg) (prepared as described in Compound IN-06), indole-2-carbaldehyde (87 mg) and piperidine (4 mg) in ethanol (2 mL) was heated in a sealed tube at 90° C. for 3 hours. 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 133 mg (88% yield) of 5-acetyl-3-(1H-indol-2-ylmethylene)-1,3-dihydro-indol-2-one as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680335B2
Source datasetuspto-grants-2004_01
ORD IDord-389d1fde43594c0bb5386d13b26abb41
Source noteuspto-grants-2004_01