5,5-dimethyl-3-(3-methoxy-1-methyl-5-trifluoromethyl-1H-pyrazol-4-ylmethylthio)-2-isoxazoline → 5,5-dimethyl-3-(3-hydroxy-1-methyl-5-trifluoromethyl-1H-pyrazol-4-ylmethylthio)-2-isoxazoline
Reaction equation
C(O)(=O)C.Br.[CH3:6][C:7]1([CH3:26])[O:11][N:10]=[C:9]([S:12][CH2:13][C:14]2[C:15]([O:24]C)=[N:16][N:17]([CH3:23])[C:18]=2[C:19]([F:22])([F:21])[F:20])[CH2:8]1>>[CH3:6][C:7]1([CH3:26])[O:11][N:10]=[C:9]([S:12][CH2:13][C:14]2[C:15]([OH:24])=[N:16][N:17]([CH3:23])[C:18]=2[C:19]([F:22])([F:21])[F:20])[CH2:8]1Participants
3
Conditions
- Temperature
- 50 °C
Procedure
To 20 ml of a 25% hydrogen bromide acetic acid solution was added 3.3 g (10.6 mmoles) of 5,5-dimethyl-3-(3-methoxy-1-methyl-5-trifluoromethyl-1H-pyrazol-4-ylmethylthio)-2-isoxazoline. The mixture was stirred at 50° C. for 3 hours to give rise to a reaction. After the completion of the reaction, the reaction mixture was subjected to vacuum distillation to remove the solvent contained therein. The residue was poured into water. The resulting crystals were collected by filtration, washed with water and dried to obtain 3.1 g (yield: 96.0%) of intended 5,5-dimethyl-3-(3-hydroxy-1-methyl-5-trifluoromethyl-1H-pyrazol-4-ylmethylthio)-2-isoxazoline.
Workup
- customto give rise
- customto a reaction
- customAfter the completion of the reaction
- distillationthe reaction mixture was subjected to vacuum distillation
- customto remove the solvent
- additionThe residue was poured into water
- filtrationThe resulting crystals were collected by filtration
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-699948a3dbe240c4afddbc07931d26f5
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07833939B2
Reaction notes
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