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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010799Generated: October 30, 2026

Sodium borohydride → 5-Benzyl-5-azaspiro[2.4]heptan-7-one

https://huagongshe.com/reaction/1010799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant10-(Phenylmethyl)-5,8-dioxa-10-azadispiro[2.0.4.3]undecaneHCID 9942895—
Reactant5-Benzyl-5-azaspiro[2.4]heptan-7-oneHCID 10352790—
SolventMethanolHCID 887—
Product5-Benzyl-5-azaspiro[2.4]heptan-7-oneHCID 10352790—
Product5-Benzyl-5-azaspiro[2.4]heptan-7-olHCID 58452923—

Reaction Steps

5-benzyl-5-azaspiro[2.4]heptan-7-one was prepared by similar manner to Example 3, starting from 10-benzyl-5,8-Dioxa-10-azadispiro[2.0.4.3]undecane (A). 5-benzyl-5-azaspiro[2.4]heptan-7-one (100 mg) then was dissolved into Methanol (8 ml) and stirred at RT. NaBH4 (100 mg) was added to the reaction and stirred at RT for 30 minutes. The reaction was evaporated and purified by column chromatography to give 5-benzyl-5-azaspiro[2.4]heptan-7-ol (85 mg) that was mixed with Pd—C (10%, 100 mg) in EtOH (15 ml) and hydrogenated under H2 at 50 psi for 5 hour. The reaction was filtered through Celite and evaporated to give the title compound as an oil. Mass: (M+1), 115

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977346B2
Source datasetuspto-grants-2011_07
ORD IDord-c3718b865b9640f2956caa91e790f004
Source noteuspto-grants-2011_07