Hydroxyamine hydrochloride → 1-(2-Bromophenyl)propan-2-one oxime
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9](=O)[CH3:10].CC([O-])=O.[Na+].Cl.[NH2:18][OH:19]>CO>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9](=[N:18][OH:19])[CH3:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of 1-(2-bromophenyl)propan-2-one (1.5 g, 7.04 mmol) and NaOAc (693 mg, 8.45 mmol) in MeOH (50 mL) at RT was added hydroxylamine hydrochloride (539 mg, 7.8 mmol). After the reaction mixture was stirred at RT for 18 h, it was concentrated in vacuo. Water was added (100 mL), and the mixture was extracted with EtOAc (50 mL×3), dried (MgSO4) and concentrated in vacuo to afford 1-(2-bromophenyl)propan-2-one oxime as a yellow solid (1.51 g, 94%). MS (ESI): m/z=228.1 [M+1]+.
Workup
- concentrationit was concentrated in vacuo
- additionWater was added (100 mL)
- extractionthe mixture was extracted with EtOAc (50 mL×3)
- dry with materialdried (MgSO4)
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-cf554ec425784c5488491af913c1a488
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08637537B2
Reaction notes
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