Tetrabutylammonium Fluoride → HCID 20802592, compound
Reaction equation
[Si]([O:8][C:9]1[C:13]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH3:22])=[CH:17][CH:16]=2)=[C:12]([C:23]([F:26])([F:25])[F:24])[N:11]([CH:27]([CH2:30][F:31])[CH2:28][F:29])[N:10]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH2:21]([C:18]1[CH:17]=[CH:16][C:15]([CH2:14][C:13]2[C:9](=[O:8])[NH:10][N:11]([CH:27]([CH2:30][F:31])[CH2:28][F:29])[C:12]=2[C:23]([F:24])([F:25])[F:26])=[CH:20][CH:19]=1)[CH3:22]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
1.95 g (4.22 mmol) of 3-t-butyl dimethylsilyloxy-4-((4-ethylphenyl)methyl)-1-(1,3-difluoro-2-propyl)-5-(trifluoromethyl)pyrazole was added to 30 ml of tetrahydrofuran and cooled to 0° C. To the thus obtained mixture, 6.33 ml (6.33 mmol) of a 1M tetrahydrofuran solution of tetrabutylammonium fluoride was slowly added, and the obtained reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated and purified with a silica gel column using a mixed solvent of ethyl acetate and hexane at a ratio of 1:4. Thus, 684 mg (1.96 mmol) of the intended product was obtained. (46% yield)
Workup
- customthe obtained reaction mixture
- concentrationThe reaction mixture was concentrated
- custompurified with a silica gel column
Sources & evidence
- ORD record
- ord-158faa7feae74a8daebcbf883955a211
- Source dataset
- uspto-grants-2005_06
- Patent number
- US06908905B2
Reaction notes
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