Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2396738Generated: October 29, 2026

Water → 1-{1,4-Dioxaspiro[4.5]decan-8-yl}methanamine

https://huagongshe.com/reaction/2396738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
Reactant1,4-Dioxaspiro[4.5]decane-8-carboxamideHCID 19261690—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product1-{1,4-Dioxaspiro[4.5]decan-8-yl}methanamineHCID 10953978—

Reaction Steps

To 1.4 g (0.037 mole) of lithium aluminum hydride in 100 ml dry THF is added, portionwise, 4.9 g (0.026 mole) of 1,4-dioxaspiro[4,5]decane-8-carboxamide over one-half hour. This mixture is then refluxed 2 hours, then allowed to cool to room temperature. About 5 ml water is added cautiously and then stirred 15 minutes. Dichloromethane is then added and the insolubles filtered off. The organic layer is dried over MgSO4 and stripped to dryness, giving 3.48 g crude product. This material is vacuum-distilled to obtain 8-aminomethyl-1,4-dioxaspiro[4,5]decane (b.p. 84°-101° C. at 0.7 mm Hg.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05494918
Source datasetuspto-grants-1996_02
ORD IDord-9360af0fbdac4df2ab78c9459014c2de
Source noteuspto-grants-1996_02