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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179428Generated: October 26, 2026

Potassium Hydroxide → 3-(5-nitro-1H-indol-3-yl)-1-azabicyclo[2.2.2]oct-2-ene

https://huagongshe.com/reaction/1179428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant5-NitroindoleHCID 22523—
Reactant1-Azabicyclo(2.2.2)octan-3-one, hydrochloride (1:1)HCID 102019—
SolventMethanol--water (1/1)HCID 22242641—
Product3-(5-nitro-1H-indol-3-yl)-1-azabicyclo[2.2.2]oct-2-eneHCID 57474463—

Reaction Steps

44.8 mmol of 1-azabicyclo[2.2.2]octan-3-one hydrochloride (3-quinuclidinone hydrochloride) and 112 mmol of potassium hydroxide are added to a solution of 22.4 mmol of 5-nitro-1H-indole in 100 ml of water/methanol (1/1), and the mixture is stirred at the boiling point for 48 hours. The crystals which deposit on cooling of the reaction solution are filtered off, washed and dried, giving 3-(5-nitro-1H-indol-3-yl)-1-azabicyclo[2.2.2]-oct-2-ene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279496B2
Source datasetuspto-grants-2007_10
ORD IDord-513ca5a922ae48aba26dcd556aa83060
Source noteuspto-grants-2007_10