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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096561Generated: November 2, 2026

Water → 7-Amino-5-benzyl-7-methyl-5-azaspiro[2.4]heptane

https://huagongshe.com/reaction/1096561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant7-Amino-5-benzyl-4-oxo-7-methyl-5-azaspiro[2.4]heptaneHCID 57587306—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product7-Amino-5-benzyl-7-methyl-5-azaspiro[2.4]heptaneHCID 2496231298.6%

Reaction Steps

7-Amino-5-benzyl-4-oxo-7-methyl-5-azaspiro[2.4]heptane (27 g) was dissolved in anhydrous tetrahydrofuran (265 mL) in an argon atmosphere, and the solution was cooled with ice. Lithium aluminum hydride (13.3 g) was added thereto, and the mixture was returned to room temperature. After disappearance of the starting materials had been confirmed, the reaction mixture was cooled with ice. Water (200 mL) and 28% aqueous sodium hydroxide solution (70 mL) were added to cooled mixture, followed by stirring. Toluene was added to the mixture for extraction to separate the organic layer, and the organic layer was washed with saturated brine, followed by drying with sodium sulfate. The desiccant was removed through filtration, and the filtrate was concentrated under reduced pressure, to thereby yield the title product (24.7 g, yield: 98.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138352B2
Source datasetuspto-grants-2012_03
ORD IDord-f0550ce5f54448819fede11ab849cefd
Source noteuspto-grants-2012_03