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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1721091Generated: October 25, 2026

Water → 5-Benzyl-5-azaspiro[2.4]heptan-7-amine

https://huagongshe.com/reaction/1721091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantCID 73885721HCID 73885721—
SolventTetrahydrofuranHCID 8028—
Product5-Benzyl-5-azaspiro[2.4]heptan-7-amineHCID 10856566—

Reaction Steps

In 80 ml of dry tetrahydrofuran was dissolved 490 mg of compound 5 followed by addition of 500 mg of lithium aluminum hydride and the mixture was refluxed for 8 hours. Then, at room temperature, 0.5 ml of water, 0.5 ml of 15% aqueous sodium hydroxide and 1.5 ml of water were added thereto in the order mentioned and the insolubles were filtered off. The filtrate was concentrated under reduced pressure to give 7-amino-5-benzyl-5-azaspiro[2.4]heptane (compound 6). This product was dissolved as it was, i.e., without purification, in 20 ml of ethanol and after addition of 10% palladium-on-carbon, catalytic hydrogenation was carried out at 4.5 kg/cm2 and 50° C. After 6 hours of reaction, the catalyst was filtered off and the filtrate was concentrated under reduced pressure at a temperature not higher than room temperature. The above procedure gave title compound 7 as a crude product. This compound 7 was used, without purification, in various reactions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05508428
Source datasetuspto-grants-1996_04
ORD IDord-16257e1cc557421b823d14a27459df76
Source noteuspto-grants-1996_04