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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078378Generated: November 1, 2026

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

https://huagongshe.com/reaction/2078378

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 numberUS07928232B2
Source datasetuspto-grants-2011_04
ORD IDord-9cc32a9cbe9f4fb3a7246ba2a8bb11bc
Source noteuspto-grants-2011_04