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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2116756Generated: October 30, 2026

Indole → 3-(1,2,3,6-Tetrahydropyridin-4-yl)-1H-indole

https://huagongshe.com/reaction/2116756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndoleHCID 798—
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
ReactantPiperonylamineHCID 2723901—
SolventMethanolHCID 887—
Product3-(1,2,3,6-Tetrahydropyridin-4-yl)-1H-indoleHCID 276102387.5%

Reaction Steps

A mixture of indole (1.01 g, 8.59 mmol), 4-piperidone monohydrate hydrochloride (1.99 g, 12.9 mmol) and KOH (1.74 g, 31 mmol) in CH3OH (9 mL) was heated to reflux for 21 h. After cooling the reaction mixture to room temperature, H2O (14 mL) was added. The suspension was filtered, the solid was washed with (1:1) MeOH:H2O (20 mL) and air-dried to give 1.49 g (87%) of the title compound as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07439364B2
Source datasetuspto-grants-2008_10
ORD IDord-5ae4540f8089420f9ad7cd672cd8f8b9
Source noteuspto-grants-2008_10