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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262728Generated: October 27, 2026

Ammonia → Spiro(indole-3,4'-piperidin)-2(1H)-one

https://huagongshe.com/reaction/2262728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantEthanolHCID 702—
Reactant1-Benzylspiro[indole-3,4'-piperidin]-2(1H)-oneHCID 49760220—
SolventTetrahydrofuranHCID 8028—
ProductSpiro(indole-3,4'-piperidin)-2(1H)-oneHCID 18435788—

Reaction Conditions

Temperature-78 °C

Reaction Steps

At −78° C., to liquid NH3 (20 ml) is added dropwise a solution of 1-benzylspiro[indole-3,4′-piperidin]-2(1H)-one (2 mmol) in THF (30 ml) and the mixture is stirred at −78° C. for 10 min. Li (42 mg, 6 mmol) is added in 3 portions and the resulting dark blue solution is stirred at −78° C. for 2 h. Anhydrous EtOH (1 ml) is added dropwise and the mixture is allowed to warm to rt overnight. Solvent is removed in vacuo and the resulting title compound (a light yellow solid) is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851474B2
Source datasetuspto-grants-2010_12
ORD IDord-cb7317f6541a43a3b1d383b99d8af069
Source noteuspto-grants-2010_12