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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331229Generated: October 30, 2026

Hydroxyamine hydrochloride → 2a,3,4,5-tetrahydro-2H-acenaphthylen-1-one oxime

https://huagongshe.com/reaction/331229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantSodium AcetateHCID 517045—
Reactant2a,3,4,5-Tetrahydro-1(2H)-acenaphthylenoneHCID 12858582—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2a,3,4,5-tetrahydro-2H-acenaphthylen-1-one oximeHCID 86641629101.7%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a mixture of 2a,3,4,5-tetrahydro-2H-acenaphthylen-1-one (12.2 g, 70.9 mmol), hydroxylamine hydrochloride (7.85 g) and water (90 ml) were slowly added sodium acetate (14.5 g), methanol (120 ml), THF (30 ml) and water (60 ml) with stirring while heating at 75° C., and the mixture was stirred for 2 hr and 40 min. After cooling to room temperature, methanol was evaporated under reduced pressure, and the obtained precipitate was collected by filtration, and washed with water to give 2a,3,4,5-tetrahydro-2H-acenaphthylen-1-one oxime (13.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877779B2
Source datasetuspto-grants-2014_11
ORD IDord-d9f0fe0bf1ed4ea2863ec399767284be
Source noteuspto-grants-2014_11