(Trifluoromethyl)trimethylsilane → HCID 59556354, compound
Reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[S:5][C:6]=1[CH:7]=[O:8].[F:19][C:20]([Si](C)(C)C)([F:22])[F:21].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[F:19][C:20]([F:22])([F:21])[CH:7]([C:6]1[S:5][C:4]([C:9]2[CH:10]=[CH:11][C:12]([C:15]([F:18])([F:16])[F:17])=[CH:13][CH:14]=2)=[N:3][C:2]=1[CH3:1])[OH:8]Participants
5
Procedure
To an ice cooled solution of 1.0 g 4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carbaldehyde and 0.55 ml (trifluoromethyl)trimethylsilane in 10 ml tetrahydrofuran were added 100 mg tetrabutylammoniumfluoride. The reaction mixture was stirred at room temperature for thirty minutes. Then 20 ml 2NHCL were added and the mixture stirred at room temperature for thirty minutes. The mixture was extracted three times with portions of 50 ml ethyl acetate. The combined organic layers were dried over MgSO4. The solvent was evaporated in vacuo to obtain 2,2,2-Trifluoro-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethanol as a solid.
Workup
- additionThen 20 ml 2NHCL were added
- stirringthe mixture stirred at room temperature for thirty minutes
- extractionThe mixture was extracted three times with portions of 50 ml ethyl acetate
- dry with materialThe combined organic layers were dried over MgSO4
- customThe solvent was evaporated in vacuo
Sources & evidence
- ORD record
- ord-a5c0d7e7640743b0a26520e9eb09efc3
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07834030B2
Reaction notes
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