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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1988989Generated: November 2, 2026

Acetic Acid → HCID 22055662, compound

https://huagongshe.com/reaction/1988989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAcetoneHCID 180—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1-Oxa-4,9-diazaspiro(5.5)undecan-3-oneHCID 13059434—
SolventMethanolHCID 887—
ProductHCID 22055662HCID 22055662—

Reaction Conditions

Temperature50 °C

Reaction Steps

1-Oxa-4,9-diaza-spiro[5.5]undecan-3-one was dissolved in MeOH and treated with acetone (6 equivalents) and NaCNBH3 (4 equivalents). To the reaction mixture was added acetic acid (3 equivalents). The reaction was heated at 50° C. for 6 hours and then cooled to room temperature. The reaction was then poured into an aqueous NaHCO3 solution and extracted with EtOAc (3×). The fractions were dried over MgSO4 and concentrated to provide the title compound as a yellow oil that was purified by chromatography (10% MeOH/CH2Cl2). LC/MS (m/z) 213.1 (MH+), Rt=1.38 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642278B2
Source datasetuspto-grants-2010_01
ORD IDord-2ddc75e85fe8439a903eaea6aad1c761
Source noteuspto-grants-2010_01