Dimethylamine → 1-Dimethylamino-1-methylthio-4,4,4-trifluoro-1-buten-3-one
Reaction equation
[CH3:1][S:2][C:3](SC)=[CH:4][C:5](=[O:10])[C:6]([F:9])([F:8])[F:7].[CH3:13][NH:14][CH3:15]>C(O)C>[CH3:13][N:14]([CH3:15])[C:3]([S:2][CH3:1])=[CH:4][C:5](=[O:10])[C:6]([F:9])([F:8])[F:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
The product of Example 1, 1,1-bismethylthio-4,4,4-trifluoro-1-buten-2-one, (2.16 g, 0.01 mol) and dimethylamine (0.45 g, 0.01 mol) were dissolved in ethanol (30 ml). The resulting solution was heated to 50° C. and maintained at that temperature with stirring for 1 hour. After this time, the resulting mixture was cooled to ambient temperature (20° C.) and the solvent was removed by evaporation under reduced pressure yielding a yellow residue. Chromatographic purifications of the solid using a silica column eluted with dichloromethane/methanol (30:1) gave the product, 1-dimethylamino-1-methylthio-4,4,4-trifluoro-1-buten-3-one, as a yellow oil in a yield of 2.1 g (98%).
Workup
- temperaturemaintained at that temperature
- temperatureAfter this time, the resulting mixture was cooled to ambient temperature (20° C.)
- customthe solvent was removed by evaporation under reduced pressure
- customyielding a yellow residue
- washeluted with dichloromethane/methanol (30:1)
Sources & evidence
- ORD record
- ord-605f2cf96d5a433aa816bbdbec9e9468
- Source dataset
- uspto-grants-1993_07
- Patent number
- US05225423
Reaction notes
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