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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191143Generated: November 3, 2026

Water → 1-[(3S,4S)-1-Benzyl-3-(4-chloro-phenyl)-piperidin-4-yl]-ethanone oxime

https://huagongshe.com/reaction/2191143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantSodium AcetateHCID 517045—
Reactant1-[(3S,4S)-1-Benzyl-3-(4-chloro-phenyl)-piperidin-4-yl]-ethanoneHCID 59438131—
SolventEthanolHCID 702—
Product1-[(3S,4S)-1-Benzyl-3-(4-chloro-phenyl)-piperidin-4-yl]-ethanone oximeHCID 8664401877%

Reaction Steps

A mixture of 2 g (6.1 mmol) 1-[(3S,4S)-1-Benzyl-3-(4-chloro-phenyl)-piperidin-4-yl]-ethanone, 0.869 g (12.5 mmol) hydroxylamine, hydrochloride and 1.03 g (12.5 mmol) sodium acetate in 25 mL ethanol was heated to reflux for 2 h. After cooling to room temperature water was added and the mixture was extracted with ethyl acetate. The combined organic phases were dried with Na2SO4, filtered and evaporated to dryness. The residue was purified by flash column chromatography on silica eluting with a ethyl acetate. The product containing fractions were evaporated to yield 1.6 g (77%) of the title compound as colorless viscous oil. MS (m/e): 343.2 [(M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324248B2
Source datasetuspto-grants-2012_12
ORD IDord-6cb2a17c345c4adbba99d9ee92b55d06
Source noteuspto-grants-2012_12