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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835852Generated: October 26, 2026

Sodium Hydroxide → Spiro[indoline-3,3'-perhydroazepin]-2-one

https://huagongshe.com/reaction/1835852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantN-benzyl-4-(1H-indol-3-yl)butanamideHCID 3499346—
ReactantAluminium lithium hydrideHCID 21226445—
Reactantn-Benzyl-4-(3-indolyl)-butanamineHCID 23500776—
SolventTetrahydrofuranHCID 8028—
ProductSpiro[indoline-3,3'-perhydroazepin]-2-oneHCID 23500655—

Reaction Steps

N-Benzyl-4-(3-indolyl)-butanamine. Lithium aluminum hydride (4.8 g) was added to a solution of N-benzyl-3-indolebutanamide (18.73 g) in dry THF (200 mL) at nitrogen atmosphere and at 0° C. After stirring at reflux for 15 h and work-up with sodium hydroxide the title compound was obtained as pale yellow crystals (16.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06774132B1
Source datasetuspto-grants-2004_08
ORD IDord-8087d3aa0acb4f2da5cae3a17314526a
Source noteuspto-grants-2004_08