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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175546Generated: October 31, 2026

Propylamine → 4-n-Propylamino-cyclohexanone-ethyleneketal

https://huagongshe.com/reaction/2175546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylamineHCID 7852—
Reactant1,4-Dioxaspiro[4.5]decan-8-oneHCID 567415—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventAcetonitrileHCID 6342—
Product4-n-Propylamino-cyclohexanone-ethyleneketalHCID 11820081—

Reaction Steps

1,4-dioxaspiro[4.5]decan-8-one (2 g, 12.8 mmol), and propylamine (1.05 mL, 12.8 mmol), and sodium triacetoxyborohydride (8 g, 38 mmol) were taken in acetonitrile and stirred for 18 h at room temperature. The mixture concentrated under vacuum and the residue basified with NaHCO3, saturated with solid NaCl and extracted with EtOAc/iPrOH (4:1) four times. Organic layer separated, dried over Na2SO4 and evaporated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062048B2
Source datasetuspto-grants-2015_06
ORD IDord-81150c73ed27466785284da74fb9867d
Source noteuspto-grants-2015_06