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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1823318Generated: October 31, 2026

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

https://huagongshe.com/reaction/1823318

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 numberUS07038052B2
Source datasetuspto-grants-2006_05
ORD IDord-de499b3e948946478597953317830611
Source noteuspto-grants-2006_05