Hydroxyamine hydrochloride → (E)-1-(6-bromo-pyridin-2-yl)-ethanone oxime
Reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Br:10])[N:5]=1)(=O)[CH3:2].Cl.[NH2:12][OH:13]>N1C=CC=CC=1>[Br:10][C:6]1[N:5]=[C:4](/[C:1](=[N:12]\[OH:13])/[CH3:2])[CH:9]=[CH:8][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-acetyl-6-bromopyridine (10.0 g, 0.050 mol) and hydroxylamine hydrochloride (6.90 g, 0.10 mol) in pyridine (50 mL) was stirred at room temperature overnight. The solvent was removed under reduced pressure, and the residue was diluted with ethyl acetate (200 mL), washed with water (100 mL), and dried over anhydrous sodium sulfate. Concentration under reduced pressure afforded a 10.75 g of A461.1 as an off-white solid.
Workup
- customThe solvent was removed under reduced pressure
- additionthe residue was diluted with ethyl acetate (200 mL)
- washwashed with water (100 mL)
- dry with materialdried over anhydrous sodium sulfate
- concentrationConcentration under reduced pressure
- customafforded a 10.75 g of A461.1 as an off-white solid
Sources & evidence
- ORD record
- ord-a7f62be5e1b349559ce3355e664fec1d
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08268855B2
Reaction notes
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