Water → 2,3-Difluoro-6-trifluoromethylbenzaldehyde oxime
Reaction equation
[F:1][C:2]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([C:11]([F:14])([F:13])[F:12])[C:3]=1[CH:4]=O.Cl.[NH2:16][OH:17].[OH-].[Na+].O>C(O)C>[F:1][C:2]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([C:11]([F:14])([F:13])[F:12])[C:3]=1[CH:4]=[N:16][OH:17]Participants
6
Procedure
To a solution of 0.5 g of 2,3-difluoro-6-trifluoromethylbenzaldehyde in 8 ml of ethanol was added 0.4 g of hydroxylamine hydrochloride and a solution prepared by dissolving 0.23 g of sodium hydroxide into 2 ml of water and the mixture was heated at reflux for 40 minutes. The reaction mixture was allowed to room temperature, then concentrated under reduced pressure and extracted with ethyl acetate. The extract obtained was washed with water and with saturated saline solution and dried over anhydrous magnesium sulfate. After concentrating the extract solution, the crude product obtained was washed with n-hexane to obtain 0.24 g of the title compound (mp. 111-112° C.).
Workup
- customa solution prepared
- temperaturethe mixture was heated
- temperatureat reflux for 40 minutes
- customwas allowed to room temperature
- concentrationconcentrated under reduced pressure
- extractionextracted with ethyl acetate
- customThe extract obtained
- washwas washed with water and with saturated saline solution
- dry with materialdried over anhydrous magnesium sulfate
- concentrationAfter concentrating the extract solution
- customthe crude product obtained
- washwas washed with n-hexane
Sources & evidence
- ORD record
- ord-55d95dba53a94df4adb37002aa9754dd
- Source dataset
- uspto-grants-2000_04
- Patent number
- US06054605
Reaction notes
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