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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120991Generated: November 1, 2026

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

https://huagongshe.com/reaction/2120991

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 numberUS06693197B2
Source datasetuspto-grants-2004_02
ORD IDord-5585e58c31ef431ea66b2c2ba385a350
Source noteuspto-grants-2004_02