Hydroxyamine hydrochloride → 6-Fluoro-benzofuran-3-one oxime
Reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=O)[CH2:7][O:8][C:4]=2[CH:3]=1.C([O-])(=O)C.[Na+].Cl.[NH2:18][OH:19]>C(O)C>[F:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[N:18][OH:19])[CH2:7][O:8][C:4]=2[CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 23 °C
Procedure
A mixture of 6-fluoro-benzofuran-3-one (CAS 351528-80-8) (5.93 g, 39 mmol), sodium acetate (6.587 g, 80 mmol) and hydroxylamine hydrochloride (5.553 g, 80 mmol) in ethanol (70 ml) was refluxed for 4 h. Cooled to 23° C., filtered the precipitate off, washed with aqueous ethanol and dried in high vacuum to give the title compound as a white solid (5.19 g, 80%, HPLC 1.489 min); MS (ISN) m/e=168.1 [(M−H)−].
Workup
- temperaturewas refluxed for 4 h
- filtrationfiltered the precipitate off,
- washwashed with aqueous ethanol
- customdried in high vacuum
Sources & evidence
- ORD record
- ord-1164b264e5ac461a8127294feabcb5b8
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08183380B2
Reaction notes
Loading…