Hydroxyamine hydrochloride → 1-(5-(Prop-1-en-2-yl)pyridin-3-yl)ethanone oxime
Reaction equation
[CH2:1]=[C:2]([C:4]1[CH:5]=[C:6]([C:10](=O)[CH3:11])[CH:7]=[N:8][CH:9]=1)[CH3:3].[NH2:13][OH:14].Cl>CCO.O.[OH-].[Na+]>[CH2:1]=[C:2]([C:4]1[CH:5]=[C:6]([C:10](=[N:13][OH:14])[CH3:11])[CH:7]=[N:8][CH:9]=1)[CH3:3]Participants
6
Procedure
To a stirred solution of 1-(5-(prop-1-en-2-yl)pyridin-3-yl)ethanone (460 mg, 2.86 mmol) in 95% EtOH was added a solution of NH2OH.HCl (1.19 g, 17.14 mmol) in a mixture of water (5.8 mL) and 10% NaOH (5.8 mL) and refluxed for 2.5 h. All solvent was removed. The residue was dissolved in CHCl3, washed with water, dried with Na2SO4 and concentrated under reduced pressure to yield 400 mg of crude 1-(5-(prop-1-en-2-yl)pyridin-3-yl)ethanone oxime.
Workup
- temperaturerefluxed for 2.5 h
- customAll solvent was removed
- dissolutionThe residue was dissolved in CHCl3
- washwashed with water
- dry with materialdried with Na2SO4
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-e147ab0d50b442a9884cffd846ce1bdc
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08299267B2
Reaction notes
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