Methanol → HCID 69430097, compound
Reaction equation
[CH3:1][O-:2].[Na+].[CH3:4][C:5]1([CH3:23])[O:9][N:8]=[C:7]([S:10][CH2:11][C:12]2[C:13]([C:19]([F:22])([F:21])[F:20])=[N:14][N:15](C)[C:16]=2F)[CH2:6]1.O.[CH3:25]O>>[CH3:4][C:5]1([CH3:23])[O:9][N:8]=[C:7]([S:10][CH2:11][C:12]2[CH:13]([C:19]([F:22])([F:21])[F:20])[N:14]([CH3:25])[NH:15][C:16]=2[O:2][CH3:1])[CH2:6]1Participants
Procedure
0.77 g (4.0 mmoles) of sodium methoxide (a 28% methanol solution) was added to a solution of 0.5 g (1.6 mmoles) of 5,5-dimethyl-3-(5-fluoro-1-methyl-3-trifluoromethyl-1H-pyrazol-4-ylmethylthio)-2-isoxazoline dissolved in 20 ml of methanol. The mixture was stirred for 4 hours under refluxing, to give rise to a reaction. After confirmation of the completion of the reaction, the reaction mixture was poured into water, followed by extraction with ethyl acetate. The resulting organic layer was washed with water and an aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein, to obtain 0.5 g (yield: 96.7%) of 5,5-dimethyl-3-(5-methoxy-2-methyl-3-trifluoromethyl-1H-pyrazol-4-ylmethylthio)-2-isoxazoline as a yellow oily substance.
Workup
- temperatureunder refluxing
- customto give rise
- customto a reaction
- customAfter confirmation of the completion of the reaction
- extractionfollowed by extraction with ethyl acetate
- washThe resulting organic layer was washed with water
- dry with materialan aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate
- distillationThe resulting solution was subjected to vacuum distillation
- customto remove the solvent
Sources & evidence
- ORD record
- ord-c5ac31a9bac24e9e8f1c75da5241a389
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238689B2
Reaction notes
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