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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099692Generated: October 30, 2026

Water → 2-Azaspiro[4.5]decane-3,8-dione

https://huagongshe.com/reaction/2099692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant1,4-Dioxa-10-azadispiro[4.2.4^{8}.2^{5}]tetradecan-11-oneHCID 57795414—
SolventAcetoneHCID 180—
Product2-Azaspiro[4.5]decane-3,8-dioneHCID 5779551058%

Reaction Steps

To a solution of 1,4-dioxa-10-aza-dispiro[4.2.4.2]tetradecan-11-one (3.95 g, 18.7 mmol) in 160 mL of acetone was added 16 mL of water and pyridinium p-toluenesulfonate (1.41 g, 5.61 mmol). The resulting mixture was stirred at reflux for 20 h. Then, it was cooled and concentrated. The crude was purified by silica gel column chromatography using a 5% MeOH:EtOAc mixture as eluent to afford 2-aza-spiro[4.5]decane-3,8-dione (1.80 g, 58%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569600B2
Source datasetuspto-grants-2009_08
ORD IDord-ec403a407a7e4a1c9372b04caef70c72
Source noteuspto-grants-2009_08