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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277995Generated: October 29, 2026

Potassium Hydroxide → 5-bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole

https://huagongshe.com/reaction/277995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant5-BromoindoleHCID 24905—
Reactant1-Methyl-4-piperidoneHCID 74049—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indoleHCID 14973208100.1%

Reaction Steps

To a solution of 56.11 gm (306 mmol) potassium hydroxide in 300 mL methanol was added 38 mL (306 mMol) 1-methyl-4-piperidone followed by 30.0 gm (153 mMol) 5-bromo-1H-indole. The reaction mixture was stirred at the reflux temperature of the mixture for 18 hours. The reaction mixture was then cooled to ambient and diluted with 1.5 L water. The resultant white solid was filtered, washed sequentially with water and diethyl ether, and then dried under vacuum to give 44.6 gm of the title compound. (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358972B1
Source datasetuspto-grants-2002_03
ORD IDord-c2ed3595056845d6a272b33554841417
Source noteuspto-grants-2002_03