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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835853Generated: October 26, 2026

Hydrochloric Acid → Spiro[indoline-3,3'-perhydroazepin]-2-one

https://huagongshe.com/reaction/1835853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-(4-(Benzylamino)-butyl)-indolin-2-oneHCID 23500741—
SolventDimethyl SulfoxideHCID 679—
SolventMethanolHCID 887—
ProductSpiro[indoline-3,3'-perhydroazepin]-2-oneHCID 23500655—

Reaction Conditions

Temperature0 °C

Reaction Steps

3-(4-(Benzylamino)-butyl)-indolin-2-one. Conc hydrochloric acid (90 mL) was added to a solution of the compound from the previous step in DMSO (38 mL) and MeOH (8 mL). After stirring for 30 min at 0° C. and 30 min at room temperature the mixture was poured onto ice followed by extractive work-up. The title compound was obtained as a crude orange oil (16.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06774132B1
Source datasetuspto-grants-2004_08
ORD IDord-2c4c367239604fd79b0cc663e9683aa6
Source noteuspto-grants-2004_08